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Organic Chemistry Frontiers
Journal Prestige (SJR): 2.155 ![]() Citation Impact (citeScore): 5 Number of Followers: 15 ![]() ISSN (Online) 2052-4129 Published by RSC ![]() |
- Highly Diastereo- and Enantioselective Synthesis of Spiro β-Lactams via
Copper-Catalyzed Kinugasa/Aldol Cascade Reaction-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01362F, Research ArticleJie Li, Haowen Ma, Xiangqiang Zhong, Shanyue Li, Jiehao Zhang, Yun-Lin Ao, Wei Zhou, Qian Cai
Spiro β-lactams are important scaffolds in many bioactive compounds and natural products. The development of new synthetic methods for the formation of structurally diversified chiral spiro β-lactams is highly important...
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- Construction of 1,2-cis Rhamnosidic Linkages and Synthesis of Core
Tetrasaccharide Repeating Unit of Streptococcus pneumoniae Serotype 23F-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00742A, Research ArticleJiaming Ao, Xiaoya Zhao, Siai Zhou, Yajing Guo, Guoqing Wang, Sixian Fang , Xuewen Yao, Yuhua Liu, Akihiro Ishiwata, Katsunori Tanaka, Feiqing Ding, Hui Cai
The core repeating tetrasaccharide unit of Streptococcus pneumoniae 23F capsule polysaccharide, one of the most prevalent serotypes, were synthesized. The challenging 1,2-cis rhamnosidic linkages were assembled effecitvely and sterecontrolly via...
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- meso-meso 1,3-bis(E-vinyl) azulene bridged tetrathiaoctaphyrins:
Synthesis, Spectroscopic and Theoretical Characterization-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01131C, Research ArticleHarapriya Rath, Sumit Sahoo, Velmurugan Gunasekaran, Peter Comba
Expedient syntheses, spectroscopic, solid state structural proof and theoretical study of structurally variants of strongly aromatic (antiaromatic) meso-meso 1,3-bis(E-vinyl)azulene bridged (nonbridged) tetrathiaoctaphyrins exhibiting strong NIR absorption are reported. The lack...
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- Repercussions of multi-electron uptake by a twistacene: a
reduction-induced double dehydrogenative annulation-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01282D, Research ArticleMatthew Pennachio, Zheng Wei, Robert G. Clevenger, Kathleen V. Kilway, Alexandra Tsybizova, Renana Gershoni-Poranne, Marina A. Petrukhina
The first crystallographically characterized examples of the stepwise reduced twistacene reveal a double dehydrogenative core annulation upon two-fold reduction.
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- Reductive thiolation and oxidative dehydroaromatization of cyclohexanones
with primary amines and sodium sulfinates to access o-sulfanylanilines-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01312J, Research ArticleHui Wu, Lin Zhao, Wenting Wang, Yining Yu, Ge Wu
HI-promoted cascade reactions of cyclohexanones with primary amines and sodium sulfinates are described, which provides an unprecedented method to access o-sulfanylanilines using cyclohexanones as an aryl source and sodium sulfinates...
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- Conjugated Figure-of-eight Macrocycles Derived from Anthracene Photodimer:
Synthetic Execution through Intramolecular Cyclization and Topological
Manipulation through Ring Expansion-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01351K, Research ArticleLijie Zhan, Hongyan Xiao, Jia-Nan Gao, Huan Cong
Dual-cavity macrocycles with extended π-conjugation are synthetically challenging yet attractive targets, exhibiting intriguing topologies and functional properties. In this work, a series of conjugated figure-of-eight macrocycles consisting of fused aromatic...
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- Nitro - a traceless directing group in reversing the radicals
site-selectivity of styrene derivatives-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01156A, Research ArticleZhenxing Zhang, Xin Zhang, Yaxin Wang, Yang Liu, Yu Wang, Xinhao Zhang, Junyan Ma, Lijuan Song
2-Quinolone is a privileged nitrogen heterocycle that is found in various bioactive and functional substances. Herein, a two-component [4 + 2] annulation strategy of styrene derivatives with aryloxalamides via a...
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- Palladium-Catalyzed Regio- and Stereoselective Allylic Alkylation of
5-Vinyloxazolidine-2,4-diones with Azlactones: Synthesis of Chiral
(Z)-Trisubstituted Allylic Amino Acid Derivatives-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01155K, Research ArticleKuan Li, Lan Wang, Shuo Zhen, Lihan Zhu, Songcheng Yu, Yongjun Wu, Hongchao Guo
A palladium-catalyzed asymmetric decarboxylative allylation of azlactones with 5-vinyloxazolidine-2,4-diones as allylpalladium precursors is developed, which provides a facile access to diverse (Z)-trisubstituted unnatural allylic amino acid derivatives in high yields...
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- Auxiliary-Controlled Regiodivergent NiH-Catalyzed gem-Difluoroallylation
of Alkenyl Amines via Defluorinative Olefin Cross-Coupling-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01053H, Research ArticleLin Zhu, Jie Huang, Fanling Meng, Ziyun Tan, Xiao Meng, Lanlan Zhang, Yang Xiao, Wen-Yi Li, Chao Wang
A NiH-catalyzed migratory and nonmigratory gem-difluoroallylation reaction of alkenyl amines with trifluoromethyl alkenes has been developed by judicious choice of the directing groups. The reaction incorporates gem-difluoroalkene motifs into aliphatic...
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- Photocatalytic C(sp2)–H sulfamoylation of enamides: regio- and
stereoselective construction of (E)‑β-sulfamoyl enamides-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01327H, Research ArticleLingli Liu, Yechun Wu, Xian Wu, Jin-Tao Yu, Changduo Pan
A photocatalytic regio- and stereoselective β-C(sp2)–H sulfamoylation of enamides was developed using commercially available sulfamoyl chlorides as the sulfamoyl radical sources. The reaction features with mild and metal-free reaction conditions...
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- Deciphering the degree of proton-transfer in pyrido-cyclophanes by
chiroptical outcomes in non-aqueous solvents-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01180A, Research ArticleOpen Access
  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Jonathan Álvarez-García, Víctor Rubio-Pisabarro, Luis García-Río, María Magdalena Cid
Hydrogen position after proton transfer equilibria elucidated by diagnostic signals in ECD of cascade complexes.
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- Redox-induced Diels-Alder revisited: impact of diene's oxidation on
demanding cycloadditions-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00985H, Research ArticleMichał Jerzy Jadwiszczak, Piotr Jerzy Leszczyński, Zoran Mazej, Przemysław Jan Malinowski, Ewa Klaudia Nawrocka, Krzysztof Kazimierczuk, Piotr Kwiatkowski, Piotr Polczynski, Magdalena Grochowska-Tatarczak, Karol J. Fijalkowski, Jaroslaw Sadlo, Wojciech Grochala
The work presents the joint experimental and computational analysis of Diels-Alder (DA) reactions initiated by the one-electron oxidation of dienes: anthracene and buta-1,3-diene derivatives. The use of AgSO4 – a...
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- β-Trifluoromethylated Enones as Trifluoromethylated Synthons in
Asymmetric Catalysis-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01357J, Review ArticleXiufang Cheng, Wenjing Niu, Huamin Wang, Ying-Wu Lin
Trifluoromethylated organic molecules are ubiquitous in pharmaceutics, materials science, and agrochemicals. In the past few decades, great efforts have been devoted to the development of convenient and efficient strategies for...
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- Synthesis of highly polarized [3]dendralenes and their Diels–Alder
reactions-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01221B, Research ArticleOpen Access
  This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Rastislav Antal, Monika Staś, Stefanie M. Perdomo, Marie Štemberová, Zbyněk Brůža, Petr Matouš, Jiří Kratochvíl, Aleš Růžička, Lubomír Rulíšek, Jiří Kuneš, Pavel Kočovský, Erik Andris, Milan Pour
Strongly electron-deficient dendralenes prepared in 3 steps from methyl propiolate undergo smooth diene-transmissive Diels–Alder reactions with strongly electron-deficient dienophiles.
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- Chemoselective three-component synthesis of α-carbolines under
metal-free conditions-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01274C, Research ArticleWei Feng, Chao Zhang, Xinlin Zhou, Kuiyi You, Guo-Jun Deng, Shanping Chen
An I2O5-promoted three-component tandem reaction for the rapid construction of α-carbolines has been described. The present approach starts from easily available starting material, chemoselectively producing various α-carbolines in satisfactory yields...
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- A regiodivergent Truce–Smiles rearrangement: a strategy for the
synthesis of arylated indoles promoted by KN(SiMe3)2-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01105D, Research ArticleFan Zhou, Huimin Jin, Zhenhua Xiang, Patrick J. Walsh, Jie Li
The first highly regioselective tandem indole formation/Truce–Smiles rearrangement controlled by choice of ligands for K+ is presented. Use of N,N-diethylethylenediamine gives 2,3-disubstituted indoles whereas 18-crown-6 gives benzhydryl indoles.
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- Direct C(sp2)-H fluoroalkylation of quinoxalin-2(1H)-ones with
(fluoroalkyl)triphenylphosphonium salts and alkenes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01247F, Research ArticleWenwen Wang, Tong-Hao Zhu, Jie Wu
A photoredox-catalyzed direct C(sp2)-H fluoroalkylation of quinoxalin-2(1H)-ones, (fluoroalkyl)triphenylphosphonium salts with alkenes is described, providing a practical approach for the generation of diverse fluoroalkyl-containing quinoxalin-2(1H)-ones. This methodology exhibits good reaction efficiency,...
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- Palladium-Catalyzed Bicyclization of Alkynyl Aryl Iodide with Allenyl
Malonates-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01169K, Research ArticlePingxin Zhou, Yang Liu, Xueyan Du, Ning Liu, Kexin Li, Yuji Wu, Feng Wang, Xu Liu, Yingying Kong
A palladium-catalyzed highly regio- and stereoselective reaction of alkynyl aryl iodide with allenyl malonates was realized to afford a series of bicyclic compounds. The cascade process involves intramolecular carbopalladation of...
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- Palladium-catalyzed highly chemoselective dearomative spirocyclization of
Ugi adducts: facile access to functionalized benzoazepinespiroindolenines
with diastereoselectivity-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01262J, Research ArticleChuan-Hua Qu, Shu-Ting Li, Jian-Bo Liu, Dian-Yong Tang, Zhi-Gang Xu, Zhong-Zhu Chen, Gui-Ting Song
The development of chemoselective strategies for complex molecules is intrinsically challenging. In this paper, a facile and diversity-oriented access to benzoazepinespiroindolenines is elaborated via Pd-catalyzed highly chemoselective dearomative spirocyclization of Ugi adducts.
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- Visible-light-induced dehydrogenative β-trifluoromethylthiolation of
tertiary amines and direct β-trifluoromethylthiolation of enamides-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01231J, Research ArticleXiao-Feng Xia, Yaqi Song, Zhongling Jiang , Yi Zhu, Tian-Yu Sun, Dawei Wang
Facilitated by electron donor-acceptor complexes, an efficient dehydrogenative β-trifluoromethylthiolation of tertiary amines with N-trifluoromethylthiophthalimide is presented under transition-metal-free, external oxidant-free, photocatalyst-free and mild reaction conditions. This protocol accommodates a range...
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- Electrocatalytic oxidative C–H cycloamination towards tricyclic
[1,2,4]triazolo-[3,4-i]purine nucleosides mediated by bromide ions-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01050C, Research ArticleQi-Liang Yang, Wan-Wan Li, Zhong-Xu Zhang, Han-Meng Zhang, Xian-Jia Li, Hai-Ming Guo
A environmentally benign electrochemical approach is presented to access diversely functionalized [1,2,4]triazolo[3,4-i]purine heterocyclic framework. The bromide-mediated indirect oxidation strategy was utilized to promote intramolecular C(sp2)–H cycloamination in high efficiency and...
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- Enantioselective Synthesis of Tryptanthrin Derivatives Enabled by
Asymmetric Aza-Friedel–Crafts Reaction-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00961K, Research ArticleYong You, Guo-Ying Gan, Si-Yang Duan, Yan-Ping Zhang, Qun Li, Zhen-Hua Wang, Jian-Qiang Zhao, Xiong-Li Liu, Wei-Cheng Yuan
A highly enantioselective aza-Friedel–Crafts reaction of tryptanthrin-derived ketimines with indoles/pyrrole using chiral phosphoric acid as catalyst has been established. This protocol allows the formation of a series of chiral tryptanthrin...
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- Substituent-Controlled Site-Selective Silylation of 2H-indazoles to Access
Silylated 1H-indazoles and 2H-indazoles under Transition Metal Free
Conditions-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01103H, Research ArticleJia Jia, Shuai Chen, Ting Mao, Jinlan Li, Weipiao Li, An-Jun Wang, Yang Dezhi, Zheng-Li Liu, Chun-Yang He, Zhang Feng
Herein, we report a t-BuONa-promoted efficient method for the site-selective silylation of 2H-indazoles. In our system, the selective silylation of 2H-indazoles to access silylated 1H-indazoles and 2H-indazoles is controlled by...
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- Bisguanidinium-Catalyzed Formation of Oxygen-Containing Quaternary
Stereogenic Carbon Centers-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01332D, Research ArticleChoon-Hong Tan, Xu Ban, Tuan-Khoa Kha, Chao Wang, Changxing Chen, Zhiyong Jiang
We report bisguanidinium-catalyzed enantioconvergent halogenophilic substitution reactions (SN2X) that lead to formation of C(sp3)-O bonds using racemic tertiary bromides with hydroxylamides or phenols as nucleophiles. These approaches gave direct access...
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- Palladium-Catalyzed C(sp3)-Si Cross-Coupling Silylation of Benzyl Halides
with Hydrosilanes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01277H, Research ArticleXiao-Hua Zhou, Jun-Hui Zhu, Guang-Ao Song, Xin-Li Jiang, Xiao-Jun Fang, Zheng Xu, Li-Wen Xu
The catalytic construction of silicon-carbon bond is one of the most important and key processes in organosilicon chemistry and remains an ongoing challenge in homogeneous catalysis. Herein we report an...
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- Direct coupling of inert C–H bonds in NHC organocatalysis
-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01129A, Chemistry FrontiersHongling Wang, Fen Su, Yanyan Wang, Xingxing Wu, Yonggui Robin Chi
Direct coupling of inert C–H bonds by NHCs offers efficient routes for the synthesis of functional molecules. Consequently, this highlight presents the latest advancements in NHC-catalyzed latent C–H functionalization involving the ET/PT pathways and HAT pathway.
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- Electrochemical chemoselective hydroxyl group transformation: anthranilic
acyl modification of tyrosine bioconjugations-
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Abstract:Org. Chem. Front., 2023, 10,4606-4615
DOI : 10.1039/D3QO00983A, Research ArticleShiqi You, Ruitao Wang, Chao Ma, Cuifen Lu, Guichun Yang, Li Liu, Yue Weng, Meng Gao
We report an electrochemically promoted transformation for accessing tyrosine-containing biomolecules with anthranilic acid derivatives. Utilizing TBAF as the hydrogen-bonding additive, the tyrosine residue can be well labelled under mild conditions.
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- Photocatalyzed radical multicomponent alkylacylation of [1.1.1]propellane
to synthesize 1,3-disubstituted BCP ketones-
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Abstract:Org. Chem. Front., 2023, 10,4616-4622
DOI : 10.1039/D3QO01019H, Research ArticleYong-Ze Liu, Yan Jiang, Jun-Lei Zhang, Yan Mei, Dong-Jie Li, Fei Pan
An efficient and general photocatalytic three-component intermolecular alkylacylation of [1.1.1]propellane to synthezise 1,3-disubstituted BCP ketones has been achieved.
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- Synthesis of 3-chloropiperidines by iodide-mediated electrolysis
-
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Abstract:Org. Chem. Front., 2023, 10,4631-4636
DOI : 10.1039/D3QO00687E, Research ArticleMichael Kirchner, Yana Dubinina, Richard Göttlich
We report a method for the electroorganic synthesis of 3-chloropiperidines in an undivided cell at room temperature. Through the use of TBAI as a redox mediator, the reaction proceeds without the use of an oxidant in stoichiometric quantity.
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- Palladium-catalyzed [4 + 3]-annulations of oxotryptamines with allyl
dicarbonates: an approach toward spiro[azepane-4,3′-oxindoles]-
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Abstract:Org. Chem. Front., 2023, 10,4593-4597
DOI : 10.1039/D3QO00892D, Research ArticleJun-An Xiao, Ru-Fang Meng, Xu-Rong Shi, Xue-Ling Luo, Huan Zhang, Wei Wang, Peng-Ju Xia, Chenxiang Lin, Wei Su
A palladium-catalyzed tandem allylic substitution of oxotryptamines with allyl dicarbonates has been developed, affording spiro[azepane-4,3′-oxindoles] in moderate to excellent yields (30%–96%) with up to >20 : 1 Z-stereoselectivity.
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- Terpenoids from Penicillium chrysogenum MT-40, an endophytic fungus
isolated from Huperzia serrata-
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Abstract:Org. Chem. Front., 2023, 10,4598-4605
DOI : 10.1039/D3QO00856H, Research ArticleFangfang Jia, Mingliang Zhang, Jiangping Fan, Yang Wang, Xiangyu Ge, Xinyu Mi, Xiao Liu, Juan Wang, Peng-Fei Tu, She-Po Shi
Four new terpenoids with unique skeletons were identified from an endophytic fungus. All the compounds showed inhibition of nitric oxide production in lipopolysaccharide-activated RAW 264.7 cells with IC50 values in the range of 20.6–46.9 μM.
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- Silver-catalyzed vinylcarbene insertion into Si–H bonds with vinyl
N-triftosylhydrazones leading to allylsilanes-
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Abstract:Org. Chem. Front., 2023, 10,4588-4592
DOI : 10.1039/D3QO00617D, Research ArticleYong Wu, Qingmin Song, Ying Xia, Yongquan Ning, Paramasivam Sivaguru, Xihe Bi
An efficient silver-catalyzed insertion into the Si–H bonds of silane with vinyl N-triftosylhydrazones has been developed, which exhibits excellent broad substrate scope and good functional group compatibility to deliver allylsilanes in high yields.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Visible light induced boryl radical and its application in reduction of
unsaturated XO (X = C, N, S) bonds-
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Abstract:Org. Chem. Front., 2023, 10,4623-4630
DOI : 10.1039/D3QO00808H, Research ArticleLingfeng Yin, Guanglong Huang, Xiuhua Lin, Xinluo Song, Yanqi Chen, Tianhong Yan, Mingde Li, Li Dang
A boryl radical is generated by 4-cyanopyridine and B2cat2 and illustrated a ketyl radical by visible light, furtherly reduced unsaturated double bond XO (X = C, N, S). The reaction mechanism is confirmed by spectroscopy and calculation studies.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Unveiling the mechanism and origin of stereocontrol in
dinuclear-zinc-catalyzed reductive desymmetrization of malonic esters-
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Abstract:Org. Chem. Front., 2023, 10,4529-4541
DOI : 10.1039/D3QO00846K, Research ArticleHui Xu, Yanfeng Dang
Mechanism of catalytic desymmetrization of malonic esters have been explored, which provides molecular-level insights on how the ligand-casted chiral scaffolding can be intentionally applied to differentiate symmetrical elements in desymmetrization.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- In situ fluorescence visualizing of a temperature-dependent photoreaction
process of pyridazine N-oxide-
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Abstract:Org. Chem. Front., 2023, 10,4581-4587
DOI : 10.1039/D3QO00857F, Research ArticleJianye Gong, Junyi Gong, Yumao He, Chunbin Li, Bo Yang, Lingxiu Liu, Guoyu Jiang, Jianguo Wang
The photoreaction processes of pyridazine N-oxide are monitored using photoluminescence spectra in a real-time and in situ manner, and the reaction mechanism is studied by theoretical calculations.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Visible-light-mediated photocatalytic sequential N-arylation: an
eco-friendly synthetic route to unsymmetrical diarylamines and the
imatinib drug-
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Abstract:Org. Chem. Front., 2023, 10,4573-4580
DOI : 10.1039/D3QO00894K, Research ArticleSravani Sana, Sowmya Dastari, Dannarm Srinivas Reddy, Ramya Tokala, Manda Sathish, Rajesh Sonti, Nagula Shankaraiah
A sustainable photoredox-mediated protocol for the construction of unsymmetrical diarylamines using a Cu/Ru catalytic system has been successfully devised with a wide substrate scope and good yields.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Mechanism of photocatalyzed imine conversion: a relay process of
sequential energy transfer, single electron transfer and proton transfer-
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Abstract:Org. Chem. Front., 2023, 10,4565-4572
DOI : 10.1039/D3QO01020A, Research ArticleShuangshuang Ji, Jianfeng Sheng, Shang Gao, Zhipeng Pei, Fuming Ying, Jinshuai Song, Yanyan Zhu
The use of imine compounds to generate alkyl radicals has been a topic of interest among synthetic chemists.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- The “cobra effect” in the imidazolinone series: how a donor can
disable the nucleophilicity-
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Abstract:Org. Chem. Front., 2023, 10,4550-4558
DOI : 10.1039/D3QO00580A, Research ArticleA. S. Gazizov, E. A. Kuznetsova, A. Z. Kamaletdinov, A. V. Smolobochkin, O. A. Lodochnikova, D. P. Gerasimova, A. R. Burilov, M. A. Pudovik
Contrary to chemical intuition, electron-donating groups decrease the nucleophilicity of the double bond in imidazolin-2-ones, switching their reactivity from “enamide” to “base”. Enamide reactivity can be recovered by a careful choice of the catalyst and solvent.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Photocatalytic C(sp2)–OMe bond cleavage and amidation of anisoles with
N-hydroxyphthalimides and phthalimides-
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Abstract:Org. Chem. Front., 2023, 10,4522-4528
DOI : 10.1039/D3QO00861D, Research ArticleZhentao Pan, Maier Wu, Jingxi Fang, Aiguo Zhong, Huajiang Jiang, Guan Wang, Jingjing Guo, Yongmin Ma
The cleavage of the inert C(sp2)-OMe bond was developed under a metal-free photocatalytic strategy using 4CzIPN as a mild oxidizing photoredox catalyst.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- A Barton nitrite ester-type remote functionalization and cyclization of
N-nitrosobenzamides-
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Abstract:Org. Chem. Front., 2023, 10,4559-4564
DOI : 10.1039/D3QO00896G, Research ArticleTao Huang, Pan-Feng Yuan, Kui Dong, Yuan-Yuan Zong, Can Liu, Rui-Heng Wang, Xiao-Ling Jin, Qiang Liu
The preparation of benzo[d][1,2]oxazin-1-ones from N-ethyl-N-nitrosobenzamides was established via a visible-light-driven Barton reaction and subsequent nucleophilic cyclization.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Asymmetric synthesis of bicyclic pyran scaffolds bearing two
oxa-quaternary stereocenters via zinc-catalyzed [5 + 1] annulations-
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Abstract:Org. Chem. Front., 2023, 10,4516-4521
DOI : 10.1039/D3QO00925D, Research ArticleCui Zhang, Tao Jiang, Yuan-Zhao Hua, Guang-Jian Mei, Min-Can Wang, Shi-Kun Jia
Zinc-catalyzed [5 + 1] annulation of α-hydroxyl aryl ketones with cyclohexadienone-tethered enones has been developed, giving access to enantioenriched bicyclic pyran scaffolds bearing two oxa-quaternary stereocenters.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Lighting the way to diverse cyclic architectures: expanding the horizons
with photogenerated ketenes in sustainable chemistry-
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Abstract:Org. Chem. Front., 2023, 10,4474-4487
DOI : 10.1039/D3QO00831B, Review ArticleWei-Fang Zuo, Qian Liu, Xin Xie, Qiwen Pang, Wei Li, Cheng Peng, Xiang Li, Bo Han
Photogenerated ketenes simplify and accelerate the synthesis of diverse cyclic architectures and demonstrate their promising applications in flow chemistry.
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Electrochemical multicomponent reaction toward vicinal
sulfenyltetrazolation of unactivated alkenes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01241G, Research ArticleXiao-Bin Zhu, Yi Yu, Yaofeng Yuan, Ke-Yin Ye
1,3-dipole cycloaddition reaction represents the most straightforward method for the preparation of tetrazoles. However, this approach commonly requires the use of toxic isocyanides at evaluated temperatures, which raises considerable safety...
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-
- Phosphine-catalyzed asymmetric aza-Morita–Baylis–Hillman reaction of
endocyclic ketimines and activated alkenes-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01047C, Research ArticleYue Lu, Fangfang Zhu, Xinyu Liu, De Wang
Asymmetric aza-Morita–Baylis–Hillman reaction involving endocyclic ketimines, tetra-substituted chiral carbon center was achieved.
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-
- Electrochemical phosphorothiolation and 1,4-S → C phospho-Fries
rearrangement: controlled access to phosphorothiolated and
mercapto-phosphono substituted indolizines-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01042B, Research ArticleXiang Liu, Wenxuan Jiang, Changfeng Huang, Shaohong Ma, Qiong Wang, Hua Cao
An unprecedented electrochemically regioselective C–H phosphorothiolation and S- to C-[1,4] phosphonyl migration involving indolizines, elemental sulfur, and H-phosphonates in an undivided cell has been developed.
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- Umpolung α-regioselective 1,3-dipolar cycloaddition and internal recycle
of byproduct as two key strategies: access to diverse chiral bipyridines-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01144E, Research ArticleYu-Heng Wang, Xi-Rui Wang, Ke-Lan Xu, Zi-Yue Chen, Bo-Wen Pan, Li-Jun Peng, Ying Zhou, Xiong-Li Liu
Herein the first example of umpolung α-regioselective 1,3-dipolar cycloaddition of optically pure perhydroindole-2-carboxylic acid 1 with 2-pyridinecarboxaldehydes 2 is described. By using this practical method, a wide range of conformationally...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Difluorination of Heterobenzylic C–H Bonds with
N-Fluoro-N-(fluorosulfonyl)carbamate (NFC)-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01162C, Research ArticleAkiya Adachi, Takuya Hashimoto, Kohsuke Aikawa, kyoko Nozaki, Takashi Okazoe
N-Heterocycles constitute an important structural moiety of small molecules in pharmaceuticals and agrochemicals. Fluorination of heterobenzylic C–H bonds in these compounds has considerable practical value as it modulates the basicity...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Rh-catalysed divergent synthesis of polysubstituted pyrroles from
α,β-unsaturated ketones via selective single or double insertion of
isocyanides-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01269G, Research ArticleTakuya Shimbayashi, Taiyou Ishige, Ken-ichi Fujita
A novel divergent synthetic method for polysubstituted pyrroles from isocyanides and α,β-unsaturated ketones in the presence of a rhodium catalyst and bis(pinacolato)diboron (B2pin2) is described here. The selectivity for 1,2,4-trisubstituted...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Cascade C−C Bond Cleavage/Reformation and Cycloaddition for the
Synthesis of 4-Acyl 1,2,3-Triazoles from β-Alkyl Nitroalkenes and Organic
Azides-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01086D, Research ArticleLei Zheng, Tao Yi, Ruilin Fang, Zhong-Zhen Zhou, Can Wang, Yunfeng Chen
A copper(II)-catalyzed cascade synthesis of 4-acyl 1,2,3-triazoles has been achieved from β-alkyl nitroalkenes and organic azides. This one-pot tandem strategy involves a Lewis base-promoted isomerization and subsequent copper-catalyzed selective aerobic...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Theoretical studies to predict the utility of diazo esters in their
reactions with 1, 4-quinones: Experimental validation via visible light
driven metal free process-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01275A, Research ArticleTejas Prabakar, Subhankar Bera, Shagun Singh, Anubhuti Srivastava, Manasi Chandrachood, Debajit Maiti, Naiwrit Karmodak, Subhabrata Sen
We report here theoretical and experimental studies that has revealed two distinct modes of reactivity of 1, 4-quinones (benzoquinone [BQ], 2-methyl benzoquinone [MBQ], naphthoquinone [NQ], and anthraquinone [AQ]) with electronically...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Nickel-Catalyzed Selective C1−C8 Bond Cleavage of Benzocyclobutenones:
Theoretical Insights into Mechanism, Substituent Effects on
Regioselectivity, Ligand Effects on Reactivity, and Chemoselectivity-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01015E, Research ArticleMumin Zhang, Jiangping Yang, Wei Rong, Juan Li
Theoretical calculations were performed to gain a deeper understanding of the nickel-catalyzed C1–C8 bond cleavage of benzocyclobutenones. Calculations involving representative reactions involving diphenylacetylene and indole coupling partners confirmed that these...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- NBN Embedded Phenalene as a New Class of Zigzag Type Polycyclic Aromatic
Hydrocarbons for Explosive Detection-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01320K, Research ArticleHan Xu, Junxiong Yao, Wenjue Tu, Xiaomin Zheng, Huimin Fu, Qixing Xu, Shengting Zhang, Jiaqi Li, Hanbin Wang, Jie Fang, Jing Yang, Changlong Xu, Xiaohua Cao, Huanan Huang
The nitrogen-boron-nitrogen (NBN) unit modified polycyclic aromatic hydrocarbons (PAHs) have garnered significant attention due to their captivating electronic and optoelectronic properties. Herein, we present a succinct palladium-catalyzed cyclization strategy methodology,...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Improving the Optoelectronic Properties of Blue Hybridized Local and
Charge-Transfer Emitters via Rational Utilization of Intramolecular
Hydrogen Bonds-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01080E, Research ArticleXinyong Liu, Chenglin Ma, Xu Qiu, Jingwei Li, Jiadong Zhou, Shanfeng Xue
Efficient blue emitters are indispensable for manufacturing full-color organic light-emitting diodes. However, the performance of blue emitters still lag far behind the green and red ones, due to their intrinsically...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Kinetic Resolution of Heterobiaryl N-oxides by Asymmetric C-H Olefination:
An Expeditious Access to (R)-QUINAP-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01083J, Research ArticleHai-Ming Guo, Qi-Ying Zhang, Hai-Yang Wang, Songlin Wang, Jing Ma
A highly efficient kinetic resolution of heterobiaryl N-oxides was realized through Pd catalyzed-asymmetric C-H olefination with s factor up to 102.7. This new approach offers versatile access to two types...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Dearomatization of Indoles via Palladium-Catalyzed Carbonylation using
Co2(CO)8 as Carbonyl Source Leading to Carbonyl-Containing
Spiroindolenines-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01014G, Research ArticleWeiming Hu, Jiali Huang, Wenting Wu, Wenting Guo, Gang Gao, Xiaoqin Pei, Huiyan Wang, Chuanzhou Tao, Huayou Hu
A Pd-catalyzed carbonylative dearomatization of indoles using Co2(CO)8 as a safe CO source has been reported. This research provides an atom-economic and straightforward approach for the efficient construction of carbonyl-containing...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Base-Promoted Selective C2−N1 Ring-Expansion Reaction of Indolones
toward Substituted Quinolines-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00818E, Research ArticleQiongwen Kang, Mengdan Wang, Zongkang Wang, Lu Cheng, Yilin Zhu, Chengyu Wang, Yanzhong Li
A base-promoted selective C2−N1 ring-expansion reaction of indolones toward substituted quinolines under mild conditions has been developed. This is the first example of transition-metal free ring-expansion reaction of indolones via...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Enantioselective Synthesis of Axially Chiral Carbamates and Amides with
Carbon Dioxide via Copper Catalysis-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01176C, Research ArticleBangxiong Kang, Lu Wang, Xihu Sun, Hongjian Liu, Zhonglin Wen, Yanwei Ren, Chaorong Qi, Huanfeng Jiang
Catalytic asymmetric conversion of carbon dioxide (CO2) into valuable chiral compounds is one of the most challenging research topics in the field of CO2 utilization. Although great progress has recently...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- N-Heterocycle-fused Ni(II) porphyrin dimers upon heating of meso-amino
Ni(II) porphyrins in nitrobenzene-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO01265D, Research ArticleQingjie Pan, Li Liu, Ying Pan, Mingbo Zhou, Ling Xu, Yutao Rao, Bangshao Yin, Jianxin Song, Atsuhiro Osuka
Simple refluxing of amino Ni(II) porphyrins 5 and 6 in nitrobenzene gave fused porphyrin dimers 9 and 11 with roughly coplanar structure. Q-like bands of the resulting 2,6-naphthyridine-fused porphyrin dimers are significantly red-shifted.
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- Iron-catalyzed oxosulfonylation of alkynes with small-ring compounds and
Na2S2O5 for the synthesis of β-ketone sulfones-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01218B, Research ArticleLiu-Bin Li, Hui Qiu, Mu-Han Li, Nan-Nan Dai, Lan Mei, Yu He, Lei Yu, Ting Li, Wenting Wei
The ring-opening of small-ring compounds is an important topic in organic synthesis due to its ability to enable the reconstruction and reorganization of existing structures to form new skeletal units....
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Asymmetric catalytic Friedel–Crafts alkylation with arenes and
heteroarenes: construction of 3,3-disubstituted oxindoles-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01151H, Research ArticleTinghui Zhang, Ziwei Zhong, Zi Zeng, Zitong Zhu, Fei Wang, Yuxin Zhang, Xiaohua Liu, Maoping Pu, Xiaoming Feng
Asymmetric synthesis of enantioenriched C3-arylated oxindoles bearing tetrasubstituted stereocenter has been achieved using chiral N,N′-dioxide/transition metal complex which promote Friedel–Crafts alkylation of 3-bromo-3-substituted oxindoles with arenes and heteroarenes i.e., anisole...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Iron-Photocatalyzed Double Decarboxylative Coupling Reactions of Alkynoic
Acids and Alkyl Carboxylic Acids: Access to Alkylated Alkynes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01122D, Research ArticleHyemin Kang, Seunghwan An, Sunwoo Lee
An efficient iron-photocatalyzed approach for the double decarboxylative coupling of alkynoic acids and alkyl carboxylic acids was developed to provide facile access to alkylated alkynes. When alkynoic and alkyl carboxylic...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Regio- and stereoselective manganese-catalyzed hydrosulfonylation of
alkynes: facile access to Z-vinyl sulfones-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01187A, Research ArticleJian Han, Li-Li Zeng, Ronghui Huang, Xiao Qing Feng, Fener Chen
A concise and practical route for manganese-catalyzed hydrosulfonylation of alkynes with commercially and easily available sulfonyl chlorides has been reported. This protocol features mild conditions, convenient operation and good functional...
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- Celastraceae Sesquiterpene Pyridyl Ligands
-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01011B, Review ArticleOpen Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Alan C Spivey, Chen Dai
Celastraceae plant extracts have been widely used as traditional medicines and insecticides in China and South America. More recently, the extracts from Celastraceae plants have been studied at the molecular...
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- Visible Light Induced Deoxygenation of Sulfoxides with Isopropanol
-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01232H, Research ArticleJin-Wu Zhao, Zhigao Luo, Yipeng Liu, Shiting Chen, Junye He, Jingxiu Xu, Weigao Hu, Zunnan Huang, Wenfang Xiong
We report visible light induced deoxygenation of sulfoxides to sulfides catalyzed by anthraquinone under irradiation at 430-440 nm at room temperature, employing cheap isopropanol as a green reducing agent. Key...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Nickel-catalyzed cross-electrophile coupling of aryl thiols with aryl
bromides via C−S bond activation-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01236K, Research ArticleHao Xu, Cai-Yu He, Bo-Jie Huo, Jia-Wen Jing, Chengping Miao, Weidong Rao, Xue-Qiang Chu, Xiaocong Zhou, Zhi-Liang Shen
The reaction of aryl thiol with aryl bromide usually provided thioether as the major product, even in the presence of transition metal catalyst and zinc mediator. We reported here a...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Single Electron Transfer Catalysis by Diphenylthiourea Under Visible Light
Photoredox Conditions-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01189E, Research ArticleDhananjay Dey, Abhishek Kundu, Monojit Roy, Vikramjeet Singh, Shyamali Maji, Debashis Adhikari
Herein, we report diphenylthiourea (DPTU) as a potent photocatalyst at its deprotonated stage that can promote reductive bond cleavage chemistry on aryl bromide substrates. An easy deprotonation of the DPTU...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Regioselective Polyfluoroarylation of Alkenyl C–H Bonds via Aryl to
Vinyl 1,4-Palladium Migration-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01099F, Research ArticleJie Lin, Juan Ma, Liandi Wang, Kaikai Wu, Yong-Gui Zhou, Zhengkun Yu
Efficient palladium-catalyzed regioselective vinylic C–H polyfluoroarylation of gem-disubstituted ethylenes with polyfluoroarenes was realized to access a variety of polyfluorinated triarylethenes. An aryl to vinyl 1,4-palladium migration is proposed to achieve...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Re-examining the stereochemistry of polycyclic suffruticosine via TDDFT
calculations, ECD spectroscopy, and chemical synthesis-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01098H, Research ArticleTaewan Kim, Samhwan Kim, Garam Chung, Kiyoung Park, Sunkyu Han
The determination of complex natural product structures involves two main steps: 1) establishing atom connectivity, and 2) assigning stereochemistry. While the former step is now routinely accomplished using 1H and...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Nickel-Catalyzed Cross-Coupling of N-Acyl Benzotriazoles with Oxiranes and
Oxetanes for the Synthesis of β-Haloethyl and γ-Halopropyl Esters-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00973D, Research ArticleJin Bai, Erdong Qu, Shangzhang Li, Riqian Zhu, Qinyue Deng, Wanfang Li
Herein we report a Ni-catalyzed cross-coupling reaction between N-acyl benzotriazoles, epoxides and trimethylsilyl halides, which gives rise to β-haloethyl esters with good yields and wide substrate scope. This catalytic system...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Asymmetric hydrogenation of all-carbon tetrasubstituted
α-acylpyrazole-β-alkyl cycloalkenes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01196H, Research ArticleYong Qin, Min-Jie Zhang, Peng Cui, Kai Zhang, Zhen Shi, Xu Cheng, Xiang Ji, Hao Song, Bowen Ke
Many bioactive molecules contain ring frameworks bearing 1,2-contiguous cis-stereocenters, but preparing such frameworks through asymmetric hydrogenation remains challenging. Here we report an Ir-catalyzed asymmetric hydrogenation of tetrasubstituted α-acylpyrazole-β-alkyl cycloalkenes to...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Selective N-N or N-S bond cleavage of 1-trifluoromethyl benzotriazoles
enables divergent synthesis of 1,2,4-benzotriazines and benzotriazoles-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00916E, Research ArticleXinyuan Wang, Yueyue Shan, Hui Mao, Xiao Xiao, Nengzhong Wang, Xin Lv, Liejin Zhou
A variety of 1,2,4-benzotriazines and benzotriazoles are conveniently and divergently synthesized via the novel metal-free cascade reactions of 1-trifluoromethyl benzotriazoles with alkyl bromides. The LiOH-mediated cascade reactions initiated by N-N...
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- Recent Advances in Electrochemical C-H bond Amination
-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01159C, Review ArticleYunfei Zhang, Chen Liu, Jixuan Liu, Wenyi Li, Huan Lu
C-H bond amination is one of the most important reactions in organic synthesis. In recent years, organic electrochemistry has gained significant attention as it utilizes electrons as clean, sustainable redox...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Direct enantioselective α-alkylation of secondary acyclic amines with
ketones by combining photocatalysis and lipase catalytic promiscuity-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00951C, Research ArticleChao-Jiu Long, Hong-Ping Pu, Yan-Hong He, Zhi Guan
A novel direct enantioselective α-alkylation of secondary acyclic amines with simple ketones by combining photocatalysis and lipase catalytic promiscuity is described. Various β-amino ketones were synthesized from secondary acyclic amines...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Catalyst-controlled and visible-light-induced acylmethylation and
bromoacylmethylation of Morita-Baylis-Hillman acetates with a-bromo
ketones: access to highly functionalized 1,5-dicarbonyl compounds-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01106B, Research ArticleDe-Run Zhang, Lin-Ping Hu, Xiao-Hong Huang, Feng-Lin Liu, Xia Li, Bo Liu, Ming-Yu Teng, Guoli Huang
Photoinduced acylmethyl radical procedures for the efficent and simple preparation of highly functionalized 1,5-dicarbonyl compounds from Morita-Baylis-Hillman acetates with a-bromo ketones are developed. The acylmethylation is carried out with rose...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- 6-Exo-dig cyclization/dearomatization cascade towards N-O fused spiro
polyheterocycles-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01070H, Research ArticleZhenwei Lv, Yan Li, Erik V Van der Eycken, Lingchao Cai, Liangliang Song
Herein, we present a metal-free cascade cyclization of alkyne-tethered N-alkoxybenzamides for the construction of structurally novel polyheterocycles. By using a hypervalent iodine(III) reagent, diverse N-O fused spiro polyheterocycles are generated...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Stereoselective Synthesis of 1,3- and 1,4-Dicarbonyl-alkenes from
Cyclopropenes in Catalytic Zinc System-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00559C, Research ArticleJiabin Han, Yu Liu, Xiaoyan Yang, Xuheng Zhang, Yuanhao Zhu, Min Zhao, Gefei Hao, Yaojia Jiang
Cyclopropenes are well-known vinyl carbene precursors, however it is still challenging to control the E/Z selectivity of the in-situ generation of the C-C double bond. Herein, we designed hydroxyl substituted...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Intramolecular Cascade Cyclization via Photogenerated N-Amidyl Radicals
toward Isoindolin-1-one/3,4-Dihydroisoquinolin-1(2H)-one Fused Oxazinane-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01115A, Research ArticleFeng Huang, Yuanxiang He, Kui Hu, Yu Ran, ZhenYao Lei, Shu Geng, Lina Chen, Pan Li, Jun-Bo Zhong
Based on the importance of the two classes of nitrogen-containing heterocyclic structures, isoindolinones and isoquinolinones, Herein, through intramolecular cascade cyclization via photogenerated N-amidyl radicals, a novel and practical protocol for...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Copper-Catalyzed Asymmetric Propargylation of Imines Enabled by a
Biphenol-Based Phosphoramidite Ligand-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00871A, Research ArticleQi-Qi Yan, Cheng-Kai Ruan, Yu-Qin Deng, Yu-Chuan Pu, Wen-Dao Chu, Cheng-Yu He, Quanzhong Liu
The copper-catalyzed enantioselective propargylation of acyclic imines with electron-neutral protecting groups was established using a newly constructed phosphoramidite ligand, providing the corresponding homopropargyl amines in excellent yield and up to...
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- Efficient Blue Electro-fluorescence Material with High Electron and
Balanced Carrier Mobilities Based on Effective π-stacking Between
Acceptors-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01253K, Research ArticleMizhen Sun, Chenglin Ma, Mingliang Xie, Lizhi Chu, Xin Wang, Qikun Sun, Wenjun Yang, Shanfeng Xue
High and balanced carrier mobilities are indispensable for highly efficient blue organic light-emitting diodes (OLEDs), especially how to improve electron mobility became a key problem. Herein, two donor-acceptor (D-A) type...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Stereodivergent Asymmetric Synthesis of P-Atropisomeric Si-Stereogenic
Monohydrosilanes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01084H, Research ArticleBo Yang, Xingfa Tan, Yicong Ge, Yingzi Li, Chuan He
Silicon-stereogenic monohydrosilanes, with an operative Si−H bond, have attracted increasing interest due to their broad applications in synthetic chemistry, medicinal chemistry, and materials science. Phosphine compounds, with their versatile ligating...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- N-Heterocyclic Carbene Catalyzed Synthesis of Benzotrifluorides from Enals
and β-Trifluoromethylenones-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01222K, Research ArticleBong-An Zhou, Chun-Lin Zhang, Song Ye
The NHC-catalyzed benzannulation of enals and β-trifluoromethylenones is developed for the synthesis of benzotrifluorides. This process involves NHC-catalyzed [4+2] annulation/lactonization/decarboxylation/oxidative aromatization cascade. The reaction features mild reaction conditions, excellent functional...
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- A Practical Approach for Oligopeptide Synthesis via Synergistic
Photoredox, Cobaloxime and Organophosphorus Triple Catalysis-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00994G, Research ArticleJunqi Su, Jia-Nan Mo, Guofeng Zhang, Ziyu Jiang, Jiannan Zhao
Peptides are ubiquitous structural units in many therapeutic agents, agrochemicals and organic materials. However, the construction of these structures from amino acids typically produced unacceptable amounts of waste, which led...
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- Photocatalytic oxidative cleavage of aryl alkenes C=C bonds via uranyl
cation-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00940H, Research ArticleSongbai Tang, Shu-Yun Zhang, Wenjing Li, Yanxin Jiang, Zi-Xin Wang, Bo Long, Jing Su
Highly efficient photocatalytic oxidative cleavage of aryl alkenes C=C double bonds were well established via uranyl cation under mild conditions. Ketones and carboxylic acid could be obtained through this protocol....
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Photo-induced Stereo- and Regiospecific Sulfonylation of C-C Multiple
Bonds Exploiting the Dual-reactivity of Sulfonium Iodate(I) Species-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01188G, Research ArticleAakanksha Gurawa, Nitin Kumar, Sudhir Kashyap
Vinyl sulfones are privileged motifs for assembling prevalent biologically active molecules and represent “gateway functional groups” in medicinal chemistry and drug discovery. Augmented on our focus research toward bisfunctionalization of...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Metal-free Lewis Acid-catalyzed Divergent Trifluoromethylselenolation of
Alkynes: Construction of α-Trifluoromethylselenolated Ketones and
Trifluoromethylselenolated Alkynes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01111A, Research ArticleYan Gao, Rui Xiao, Bingbing Feng, Zhiyi Bian, Han Zhang, Gangguo Zhu, Yanan Wang, Zheliang Yuan
Herein, we have developed a mild and efficient Lewis acid-catalyzed divergent trifluoromethylselenolation of alkynes. With trifluoromethyl selenoxide as the electrophilic trifluoromethylselenolation reagent, the terminal and internal aliphatic alkynes could be...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Reversibly Photo-switchable Catalysts for high Regioselectivity and
Enantioselectivity in Polymerization of Allenes-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00212H, Research ArticleLi Zhou, Yong-Jie Wu, Kun Chen, Xing-Yu Zhou, Hui Zou, Shu-Ming Kang, Na Liu, Zong-Quan Wu
A pair of enantiomeric bidentate phosphine ligands LR-azo and LS-azo containing azobenene moiety were prepared, then they could be coordinated with (π-allyl)NiOCOCF3 directly, generating two reversibly photo-switchable chiral Ni(II) catalysts...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- An unusual four-step cascade reaction for accessing
furo[3,4-c]pyridine-1,4-diones via rhodium catalysis-
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Abstract:Org. Chem. Front., 2023, Advance Article
DOI : 10.1039/D3QO00909B, Research ArticleYidi Li, Huiying Xu, Zhi Zhou, Lin Huang, Zhenhao Tang, Wei Yi, Xiaowei Wu
In this work, we report a rare four-step tandem reaction between acrylamides and 4-hydroxy-2-alkynoates to prepare novel furo[3,4-c]pyridine-1,4-diones.
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- Visible-Light-Induced Defluorinative Allylation of Difluoromethyl Ketones
Using Alkylamines as Bifunctional Agents-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00870C, Research ArticleXiaorui Jiao, Zhonghou HUANG, Weidong Meng, Shengqing Zhu, Lingling Chu
A visible-light-induced alkylamine-facilitated reductive defluoroallylation of difluoromethyl ketones with allylic chlorides is reported, enabling efficient access to α-fluoro alkenylketones with high efficiency under catalyst-free and mild conditions. In this reaction,...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Electrochemical synthesis of pyridine carboxamides from pyridine
carbohydrazides and amines in aqueous medium-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01133J, Research ArticlePeng Qian, Yuhan Ma, Kun Yin, Na Li, Siqi Jiang, Hui Zhang, Liangquan Sheng
An external chemical oxidant free method for the synthesis of pyridine carboxamides from pyridine carbohydrazides and amines were achieved in green solvent via electrochemistry. With KI as the mediator and...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Transition-metal-free chemoselective reduction of α, β-unsaturated
ketones using H2O as hydrogen sources-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00963G, Research ArticleEnbo Yu, Guo-Jiang Mao, Guo-Jun Deng, Fuhong Xiao
A metal-free chemoselective reduction of α, β-unsaturated carbonyl compounds using water as hydrogen donor is described. Various functional groups attached to substrates were well tolerated to afford the corresponding products...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Pd-Catalyzed Enantioselective [4+4] Dipolar Cycloaddition of Aliphatic
1,4-Dipoles with Azadienes to Access Eight-Membered N-Heterocycles-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01089A, Research ArticleGenhui Chen, Ying Ye, Dexin Zhang, Hongjiao Li, Ning Zhang, Guojuan Liang, Dong Zhang, Jing Zhou, Hui Zhou
The construction of eight-membered N-heterocycles with good diastereo-and enantioselective control remains a formidable challenge in asymmetric catalysis. Herein, we report a palladium-catalyzed asymmetric [4+4] dipolar cycloaddition of aliphatic 1,4-dipoles with...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Photoinduced Regioselective Difluorination of Secondary Inert C(sp3)-H
Bonds in Sulfonamides via 1,5-Hydrogen-Atom Transfer-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00931A, Research ArticleJianjun Li, Zhi Chen, Wenkai Zhu, Chaodong Wang, Ning Xu, Qianxi Jin, Xule Huang, Shengjie Song
Difluorinated compounds are important structural motifs in organic synthesis and medicinal chemistry because fluoride can modulate the properties of various molecules. In this paper, we present an efficient and convenient...
The content of this RSS Feed (c) The Royal Society of Chemistry
-
- Phosphoric Acid-Catalyzed Asymmetric N-propargylation of Pyridazinones and
2-Pyridones-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00995E, Research ArticleQiongya Li, Tian Chen, Jiangtao Sun
A phosphoric acid-catalyzed regio- and enantioselective N2-propargylation of pyridazinones has been achieved, providing chiral N2-alkylated pyridazinones in moderate to good yields (up to 93%) with good enantioselectivities (up to 96%...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Ligand-Controlled Cobalt-Catalyzed Isomerization and Reductive C-O Bond
Cleavage of Allylic Ethers-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00852E, Research ArticleLijun Chang, Cheng Cai, Ran Chen, Jianhui Chen, Yanshu Luo, Yuanzhi Xia
Reported herein are the ligand-controlled cobalt-catalyzed isomerization and reductive C-O bond cleavage of allylic ethers. With an amido-diphosphine ligand (PNP), the isomerization occurred smoothly, producing a series of trisubstituted enol...
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- Recent advances in three-component radical acylative difunctionalization
of unsaturated carbon-carbon bonds-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01010D, Review ArticleJiaqiong Sun, Lihong Wang, Guangfan Zheng, Qian Zhang
Radical acylated difunctionalization of unsaturated carbon-carbon bonds, installing acyl and other groups simultaneously, represents an attractive approach for functionalized ketones or related derivatives from easily accessible feedstocks. A wide range...
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- Fluoroarylation of gem-Difluorostyrenes through Pd-Catalysed Aryl C-H Bond
Activation Cascade-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00814B, Research ArticleLei Chen, Jun Pu, Peng Ye, Shuang Wang, Yang-Jie Mao, Zhen Yuan Xu, Shao-Jie Lou, Dan-Qian Xu
We describe here a novel fluoroarylation of gem-difluorostyrenes with AgF and (hetero)arenes through Pd(II)-catalysed C(aryl)-H activation cascade. 9-CF3-substituted fluorene could be readily obtained thrgough an intramolecular C-H activation/annulation. The challenging...
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- Electrochemically Enabled C(sp3)-C(sp) Cross-Coupling of Alkyl Iodides,
-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00844D, Research ArticleJiawen Yin, Xiao Zhang, Lulu Zhao, Mengqi Luo, Lin Guo, Chao Yang, Wujiong Xia
An electrochemically enabled C(sp3)-C(sp) cross-coupling reaction is herein described for the synthesis of internal alkynes. This method is suitable not only to a diverse of acetylenic sulfones, but also to...
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- Visible Light-mediated Syntheses of Unsymmetrical Methylene-bridged
bis-Heterocycles via an Alkoxy Radical Relay Reaction-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00754E, Research ArticleTing-Ting Yuan, Jing Chen, Le Nhan Pham, Sayan Paul, Lorenzo V. White, Jialong Li, Ping Lan, Michelle Coote, Martin G Banwell, Yu-Tao He
Efficient and versatile syntheses of methylene-bridged bis-heterocycles that embody dihydroisoxazoline/pyridine or dihydroisoxazoline/quinoline pairings are described. These proceed under mild conditions and involve a visible light-mediated radical-relay sequence that begins with...
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- Copper-Catalyzed Markovnikov Hydroboration of Aliphatic Terminal Alkenes
Using Carbonyl as a Weak Directing Group-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO00988B, Research ArticleCancan Feng, Luqing Tang, Fan Yang, Yangjie Wu
Herein, we reported a copper-catalyzed carbonyl-assisted hydroboration of terminal aliphatic alkenes with Markovnikov regioselectivity, employing easily available and stable B2pin2 as the boron source. This reaction proceeded smoothly in exclusive...
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- Polyhaloalkanes as the C1 Source: Radical-Mediated Migratory Carbonylation
of Alkenes with Polyhaloalkanes toward α,β-Unsaturated Carbonyls-
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Abstract: Org. Chem. Front., 2023, Accepted Manuscript
DOI : 10.1039/D3QO01100C, Research ArticleTian-Bao Zhang, Yong Yao, Jing-Hao Qin, Qing Sun, Aimin Li, Qing He, Jin-Heng Li, Xuan-Hui Ouyang
An unprecedented copper-promoted radical-mediated alkenyl C(sp2)-H carbonylation of alkenes with polyhaloalkanes for divergently producing α,β-unsaturated esters and aldehydes is presented. Employing polyhaloalkanes as the carbonyl C1 sources enables the carbonylation...
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