Organic & Biomolecular Chemistry
Journal Prestige (SJR): 1.281 Citation Impact (citeScore): 3 Number of Followers: 53 Hybrid journal (It can contain Open Access articles) ISSN (Print) 1477-0520 - ISSN (Online) 1477-0539 Published by RSC [50 journals] |
- Synthesis of Alkynyl Cyclopropa[c]coumarins via Propargyl Sulfonium Salts
as C1 Synthon-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01089B, PaperLavanya Chandrasekar, Hsieh Yun-Zhen, Chou Hao-Tse, Huang Yu-Chen, Wei-Min Liu
Herein, we firstly demonstrate an exclusive approach for the preparation of alkynyl cyclopropa[c]coumarin derivatives with high-yield utilizing propargyl sulfonium salts as C1 synthon. Compared with Br-, ClO4- used as the...
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- Facile access to S-aryl/alkyl dithiocarbamates through three-component
coupling involving CS2 under metal-free conditions-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01203H, PaperDa-Zhen Xu, Lin-Lin Xu, Wang Si-Ran , Jia-Qi Sun, Ren-Jia Zhang, Jun Tong
The development of facile and convenient atom-economical methods for preparation of organosulfur compounds from CS2 is a challenging endeavor. Herein, a one-pot, environmentally friendly access to S-aryl/alkyl dithiocarbamates has been...
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- Switching the regioselectivity of acid-catalytic reactions of
arylnaphtho[2,1-b]furans via [1,2]-aryl shift-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01223B, PaperValerii Z. Shirinian, Roman Yu. Balakhonov, Igor S. Mekeda
The [1,2]-aryl shift reaction was used to synthesize naphtho[2,1-b]furans as promising fluorescent scaffolds for organic electronics. The target compounds are furan analogues of phenanthrene formally accessed by isosteric replacement of...
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- Synthesis of anthracene-bridged expanded rosarin
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01283F, CommunicationBharti Yadav, Mangalampalli Ravikanth
A weakly fluorescent anthracene-bridged expanded rosarin has been obtained by a simple condensation strategy. X-ray analysis showed the presence of three anthracene units connected via three dipyrromethene moieties in a coiled like structure.
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- Dichlorotriazine-based multivalent probe for selective affinity labeling
of carbohydrate-binding proteins-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01285B, PaperAyaka Tsuruno, Shione Kamoshita, Shoichi Hosoya, Kaori Sakurai
The dichlorotriazine group was identified as a useful protein-reactive label, allowing selective capture of a target protein at nanomolar probe concentrations.
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- Recent development in the synthesis of imidazo[1,5-a]indole derivatives:
an in-depth overview-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01131G, Review ArticleElizabeth J. Diana, Jisna Jose, Thomas V. Mathew
The review explores synthetic routes to imidazo[1,5-a]indole scaffolds, focusing on transition metal-catalyzed methods, including [4 + 1] annulation, C–H activation/cyclization, double cyclization, and other strategies, offering a deep insight.
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- Copper-Catalyzed Deborodeuteration of Arylboronic acids/Borates Using D2O
as Deuterium Source-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01251H, CommunicationMingqi Yang, Tao Chen, Ze-Feng Xu, Mingming Yu, Chuan-Ying Li
A straightforward copper-catalyzed deborodeuteration of arylboronic acids and borates was achieved, employing the cost-effective deuterium source D2O. This protocol demonstrates a wide substrate applicability, exceptional deuterium incorporation efficiency, and favorable...
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- Formation of cyclopenta[c]quinolines through visible-light-induced
photoredox cascade bis-annulations of 1,7-enynes with sulfoxonium ylides-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01294A, CommunicationNing Xian, Guo-Jun Deng, Huawen Huang
A novel visible light-driven photoredox-catalyzed cascade bicyclization of 1,7-enynes with aqueous sulfoxonium ylides is reported. The reaction is highly chemoselective with three new C-C bonds, two new rings, and an...
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- Photochemical direct alkylation of heteroarenes with alkanes, alcohols,
amides, and ethers-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01119H, PaperLusina Mantry, Parthasarathy Gandeepan
Visible-light mediated alkylation of heteroarenes with simple alkanes via C(sp2)–H/C(sp3)–H bond cleavages is reported.
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- Synthesis of aryl enopyranones directly from glycals and aromatic halides
to access 2-deoxy-β-C-aryl glycosides-
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Abstract: Org. Biomol. Chem., 2024, 22,6941-6945
DOI : 10.1039/D4OB01172D, CommunicationIrshad Ahmad Zargar, Bisma Rasool, S. K. Bappa, Debaraj Mukherjee
An efficient synthesis of aryl enopyranones via an oxidative Heck-type coupling reaction between ether protected D/L-glycals and different aryl halides is developed. The synthesized aryl enopyranones were further transformed into medicinally important 2-deoxy-β-aryl-C-glycosides.
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- Photoredox-catalyzed C(sp2)–H trifluoromethylation of
3-methylene-isoindolin-1-ones under metal-free conditions-
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Abstract: Org. Biomol. Chem., 2024, 22,6928-6932
DOI : 10.1039/D4OB01046A, CommunicationYuan-Xia Zhou, Feng-Qian Liu, Guo-Qin Wang, Dan Yang, Pan Han, Lin-Hai Jing
A facile synthetic method for direct C(sp2)–H bond trifluoromethylation of 3-methylene-isoindolin-1-ones under visible-light-induced metal-free conditions is presented.
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- Ring-closing metathesis of dialkenylcycloalkanes for the synthesis of
fused bicycloalkanes and tricycloalkanes-
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Abstract: Org. Biomol. Chem., 2024, 22,6950-6954
DOI : 10.1039/D4OB01143K, CommunicationYuyang Tu, Yusuke Inagaki, Kazuaki Ohara, Kentaro Yamaguchi, Wataru Setaka
Ring-closing metathesis of dialkenylcycloalkane, followed by hydrogenation, afforded a mixture of bicycloalkanes and tricycloalkanes. This method can synthesize a mixture of disilabicycloalkanes with one differing alkyl side chain.
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- Selective 1,1- and 1,2-dibromination of phenylethanes in the presence of
NaBr/NaBrO3/H2SO4 as the bromination reagent-
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Abstract: Org. Biomol. Chem., 2024, 22,6960-6965
DOI : 10.1039/D4OB01016G, CommunicationHaohao Jiang, Kaidi Jin, Xia Lin, Mengzhao Yu, Xiaohui Xiao, Xiaolei Huang
Selective 1,1- and 1,2-dibromination of phenylethanes by simply adjusting the reaction conditions has been developed. Mixtures of NaBr/NaBrO3/H2SO4 are employed as green bromination reagents without causing environmental pollution.
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- Selectively lighting up glyoxal in living cells using an
o-phenylenediamine fused hemicyanine-
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Abstract: Org. Biomol. Chem., 2024, 22,6981-6987
DOI : 10.1039/D4OB01195C, PaperZhiming Wang, Chang Liu, Huirong Yao, Song He, Liancheng Zhao, Xianshun Zeng
A reaction-based red emission fluorescent probe GL1 has been synthesized by grafting an alkyl group onto an amino group to regulate its selectivity for glyoxal.
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- Dual SARS-CoV-2 and MERS-CoV inhibitors from Artemisia monosperma:
isolation, structure elucidation, molecular modelling studies, and in
vitro activities-
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Abstract: Org. Biomol. Chem., 2024, 22,7006-7016
DOI : 10.1039/D4OB00929K, PaperAhmed M. Badawy, Marwa Samir M. Donia, Nehal G. Hamdy, Mayada M. El-Ayouty, Osama G. Mohamed, Khaled M. Darwish, Ashootosh Tripathi, Safwat A. Ahmed
The COVID-19 pandemic has spread throughout the whole globe, so it is imperative that all available resources be used to treat this scourge.
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- Nickel-catalysed reductive C–N bond cross-coupling between aryl
halides and N-chloroamides-
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Abstract: Org. Biomol. Chem., 2024, 22,6955-6959
DOI : 10.1039/D4OB00970C, CommunicationYiting Luo, Jiacan Yao, Yunzhi He, Chang Xu, Dandan Liu
An unprecedented nickel-catalysed reductive cross-coupling of C–N bonds is achieved and applied to the synthesis of bioactive molecules.
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- A novel tumor theranostic strategy based on metabolic glycoengineering and
disulfidptosis-
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Abstract: Org. Biomol. Chem., 2024, 22,6946-6949
DOI : 10.1039/D4OB01027B, CommunicationJie Li, Hao Chang, Pengzhe Zhang, Liyu Hou, Wei Li, Yixin Zhang, Zhiqi Lao
A bifunctional molecule, Ac4ManNSSN3, is designed and applied for a tumor theranostic strategy in this work. The results from both cell and animal experiments show good in situ tumor detection and tumor inhibition effects.
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- Transition metal-catalyzed C(sp2/sp3)–H α-fluoroalkenylation from
gem-(bromo/di)fluoroalkenes to monofluoroalkenes: scope, mechanisms, and
synthetic applications-
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Abstract: Org. Biomol. Chem., 2024, 22,6860-6904
DOI : 10.1039/D4OB01044B, Review Article Open Access   This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Essam M. Eliwa, Ahmed H. Bedair, Jean-Pierre Djukic
Synthetically valuable monofluoroalkenes can be obtained via atom- and step-economical transition metal mediated catalysis with high stereoselectivity and functional group tolerance.
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- Iron-catalyzed synthesis of substituted 3-arylquinolin-2(1H)-ones via an
intramolecular dehydrogenative coupling of amido-alcohols-
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Abstract: Org. Biomol. Chem., 2024, 22,6933-6940
DOI : 10.1039/D4OB00649F, CommunicationLéo Bettoni, Nicolas Joly, Inès Mendas, Matteo Maria Moscogiuri, Jean-François Lohier, Sylvain Gaillard, Albert Poater, Jean-Luc Renaud
An iron-catalyzed intramolecular dehydrogenative coupling of amido-alcohols, opening a straightforward access to 3- or 3,4-substituted quinolinones, is described in this report.
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- Correction: Atropisomeric 1-phenylbenzimidazoles affecting microtubule
organization: influence of axial chirality-
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Abstract: Org. Biomol. Chem., 2024, 22,7059-7059
DOI : 10.1039/D4OB90091J, Correction Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Jana Pospíšilová, Tomáš Heger, Ondřej Kurka, Marie Kvasnicová, Anna Chládková, Ivan Nemec, Lucie Rárová, Petr Cankař
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- Atropisomeric 1-phenylbenzimidazoles affecting microtubule organization:
influence of axial chirality-
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Abstract: Org. Biomol. Chem., 2024, 22,6966-6980
DOI : 10.1039/D4OB00863D, Paper Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Jana Pospíšilová, Tomáš Heger, Ondřej Kurka, Marie Kvasnicová, Anna Chládková, Ivan Nemec, Lucie Rárová, Petr Cankař
Axially chiral benzimidazoles affects microtubule organization.
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- Ammonium carboxylates in the ammonia-Ugi reaction: one-pot synthesis of
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Abstract: Org. Biomol. Chem., 2024, 22,6999-7005
DOI : 10.1039/D4OB00924J, Paper Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Keisuke Tomohara, Satoru Kusaba, Mana Masui, Tatsuya Uchida, Hisanori Nambu, Takeru Nose
Using ammonium carboxylates in trifluoroethanol, the ammonia-Ugi reaction proceeded with high yields at room temperature and gave a variety of α,α-disubstituted amino acid derivatives, including unnatural dipeptides.
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- Isoxazole group directed Rh(III)-catalyzed alkynylation using TIPS-EBX
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Abstract: Org. Biomol. Chem., 2024, 22,6922-6927
DOI : 10.1039/D4OB00797B, CommunicationSukanya Das, Tanmoy Datta, Md. Abbasuddin Sk, Brindaban Roy, Raj K. Nandi
Ortho C–H alkynylation of arenes using TIPS-EBX.
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- Catalyst-free reactions of anilines with β-chloroenones: synthesis of
α-chloroenaminones and 1,4-benzodiazepines-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB00954A, PaperSundaram Suresh, Sowndarya Palla, Dai-Ru Chung, Hung-Sheng Chien, Bo-Xun Du, Jivan Shinde, Veerababurao Kavala, Ching-Fa Yao
The direct synthesis of α-chloroenaminones has been described via one-pot atom-economical reactions. The reactions involving o-phenylenediamines delivered 1,4-benzodiazepines as products.
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- Exploring 2-mercapto-N-arylacetamide analogs as promising anti-melanogenic
agents: In vitro and in vivo evaluation-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01225A, PaperHee Jin Jung, Hye Soo Park, Hye Jin Kim, Hyeon Seo Park, Young Eun Kim, Da Eun Jeong, Sang Gyun Noh, Yujin Park, Pusoon Chun, H. Y. Chung, Hyung Ryong Moon
Based on the hypothesis that the 2-mercaptoacetamide moiety chelates the copper ions of tyrosinase, 2-mercapto-N-arylacetamide (2-MAA) analogs were designed and synthesized as potential tyrosinase inhibitors. Four 2-MAA analogs showed low...
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- Aerobic oxidative C–C bond formation through C–H bond activation
catalysed by flavin and iodine-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01317D, PaperHazuki Miyake, Nico Ishige, Hayaki Okai, Hiroki Iida
We report a metal/light-free aerobic oxidative C-C bond formations using a sp3 C-H bond activation of tetrahydroisoquinolines catalyzed by flavin and iodine. The dual catalytic system enabled the oxidative Mannich...
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- BODIPYs α-appended with distyryl-linked aryl bisboronic acids:
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01013B, PaperAdil Alkaş, Joshua M. Kofsky, Em C. Sullivan, Daisy Nebel, Katherine N. Robertson, Chantelle J. Capicciotti, David L. Jakeman, Erin R. Johnson, Alison Thompson
BODIPYs appended with two boronic acids moieties provide turn-on emisison upon interaction with carbohydrates.
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- The developments of C–N bond formation via electrochemical
Ritter-type reactions-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01210K, Review ArticleYueyue Ma, Caixia Liu, Dali Yang, Ziqi Fang, Wenhui Huang, Ruihua Cheng, Jinxing Ye
In this review, the achievements made in Ritter-type amination through electrochemical, flow-electrochemical and photoelectrochemical strategies are introduced based on the classification of reaction substrates.
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- Introduction to Computational Organic Chemistry
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB90102A, EditorialJonathan M. Goodman, Jolene P. Reid, Judy I. Wu
Jonathan Goodman, Jolene Reid and Judy Wu introduce the Organic & Biomolecular Chemistry themed collection on Computational Organic Chemistry.
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- Visible-light-promoted selenylation/cyclization of o-(1-alkynyl) benzoates
to access seleno-substituted isocoumarins-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01010H, CommunicationMei-Lin Ren, Xi-Rui Gong, Yan-Yan Chen, Yan-Li Xu
A simple and efficient method to access 4-selenyl-isocoumarin derivatives through visible-light-promoted selenylation/cyclization of o-(1-alkynyl) benzoates has been developed.
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- “Cation Pool” generated from DMSO and 1,2-dihaloethanes and their
application in organic synthesis-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB00740A, Review ArticleNiranjan Panda, Kuntal Palit, Soumya Mohapatra
Unlike the electrolytic methods, halogen cation pools are generated from DMSO and 1,2-dihaloethane for the halogenation of (hetero)arenes. Successive Pummerer-type fragmentation to sulfonium ion and it's synthetic uses are described.
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- Synthesis of Unsymmetrical Phosphorus Disulfides
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01099J, Paper Open Access   This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Jeffrey Ash, Jun Yong Kang
A sulfur-mediated umpolung strategy employing N-thiosuccinimides and (EtO)2P(O)SH has been developed to synthesize unsymmetrical organophosphorus disulfides (P(O)-S-S motif). A pronucleophile (EtO)2P(O)SH, Bronsted acid and phosphorothioate nucleophile, converts N-thiosuccinimides into unsymmetrical...
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- Synthesis and evaluation of isothiazolo[4,5-b]pyridines as cyclin
G-associated kinase (GAK) inhibitors-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB00908H, Paper Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Yulia Ivanova, Sander Spittaels, Ling-Jie Gao, Dominique Schols, Luc Van Meervelt, Mathy Froeyen, Wim Dehaen, Steven De Jonghe
A novel route to various substituted isothiazolo[4,5-b]pyridines was established. The compounds completely lacked GAK affinity, which was explained by in silico analysis.
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- New methods of modification of α-cyclodextrin
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01109K, Review ArticleBilge Deniz Özcan, Morten Lang Zimmermann, Mingzhe Ren, Mikael Bols
New methods for modifying α-cyclodextrin is reviewed.
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- Supramolecular materials constructed from synthetic glycopeptides via
aqueous self-assembly and their bioapplications in immunotherapy-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01116C, Review ArticleMasato Ikeda, Shintaro Sugiura
Synthetic glycopeptides capable of self-assembly in aqueous environments form a range of supramolecular nanostructures, such as nanoparticles and nanofibers, owing to their amphiphilic nature and the diverse structures of the...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Recent Progress in Chemoenzymatic Synthesis of Human Glycans
-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01006J, Review Article Open Access   This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Shengzhou Ma, Jinhua Gao, Yinping Tian, Liuqing Wen
Glycan is an essential cell component that usually exists in either free form or glycoconjugate form. Glycosylation affects the regulatory function of glycoconjugates in healthy and disease development, indicating the...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Rongalite/Iodine-Mediated C(sp3)–H Bond Oximation and Thiomethylation
Reaction of Methyl Ketones Using Copper Nitrate as the [NO] Reagent:
Synthesis of Thiohydroximic Acids-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01217H, CommunicationMiao Wang, Hui-Ying Ren, Xiao-Yu Pu, Xiao-Lu Zhang, He-Ying Zhu, An-Xin Wu, bangtun zhao
In this work, a highly efficient rongalite/iodine-mediated oxime formation reaction for the preparation of thiohydroximic acids from methyl ketones by employing copper nitrate as [NO] reagent has been developed. Notably,...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Zero background fluorescent probe for sensing and imaging of glutathione
via the “covalent-assembly” approach-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01181C, PaperZheng Yang, Zhiyao Wang, Ying Peng, Hao Yang, Qian Wang, Xiaodan Jia, Xiangrong Liu
Developing selective and sensitive fluorescent probes for detection of glutathione (GSH) concentration and intracellular distribution is of great significance for early diagnosis and treatment of diseases such as liver injury...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- A Quinine-Squaramide Catalyzed Enantioselective Vinylogous Mannich
Reaction between Benzothiazolimines and γ-Butenolides for Stout
Preparation of Chiral N-Benzothiazol Butyrolactones-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01175A, CommunicationJingliang Yu, Qian-Mao Zhang, Guo Cheng, Chun-Chun Tang, Zhen-Yu Yang, WenSheng Li, Li-Xin Wang
A highly effective and enantioselective new vinylogous Mannich reaction between benzothiazolimines and γ-butenolides catalyzed by a quinine based squaramide has been disclosed. A series of chiral benzothiazole amines containing γ,γ-disubstituted...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Shining Light for Organophotocatalysed Site-selective Sulfonylation of
Anilides-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01169D, PaperSwati Singh, Gopal Chakrabortty, Kajal Tiwari, Neha Dagar, Sudipta Raha Roy
The site-selective sulfonylation of C(sp2)−H bonds of anilide and quinoline amide derivatives has been developed using organophotocatalysis. This mild and sustainable protocol, which operates at room temperature, precludes the requirement...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Synthesis of functionalized tetrahydropyridazines from hydrazones
-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01147C, Review ArticleSheng Yu, Jin-Tao Yu, Changduo Pan
The tetrahydropyridazines motif widely presents in a plenty of natural products and biologically active molecules. Easily prepared from the condensation of carbonyls with hydrazines, hydrazones are versatile synthetic building blocks...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Organocatalytic construction of axially chiral C2-arylquinoline catalyzed
by chiral phosphoric acid via asymmetric heteroannulation of alkynes:
Mechanism and origin of enantioselectivity-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01127A, PaperGe Gao, Peng-Yu Liang, Nengzhi Jin, Zi-Bo Zhao, Xiao-Cheng Tian, Dong Xie, Chi-Zhou Tu, Hai-Rong Zhang, Panpan Zhou, Zhaoyong Yang
Organocatalytic construction of axially chiral C2-arylquinoline has been successfully achieved catalyzed by chiral phosphoric acid with ortho-alkynyl-naphthylamines and ortho-carbonyl-substituted anilines as reactants in high yield and high enantioselectivity. Inspired by...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Advances in crosslinking chemistry and proximity-enabled strategies:
Deciphering protein complexes and interactions-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01058B, Review ArticleJiongjia Cheng, Hai-Ying Wang, yuchi zhang, Xiaofeng Wang, Guangxiang Liu
Mass spectrometry, coupled with innovative crosslinking techniques to decode protein conformations and interactions through uninterrupted signal connections, has undergone remarkable progress in recent years. It is crucial to develop selective...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Synthesis of indol-3-yl-benzofurans and carbazoles via Cu(OTf)2-catalyzed
[3 + 2] and [4 + 2] cycloaddition-
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Abstract: Org. Biomol. Chem., 2024, 22,6690-6694
DOI : 10.1039/D4OB00861H, CommunicationAmar Nath Singh Chauhan, Vikrant Vini, Akhilesh Kumar, Rohan D. Erande
Substrate guided synthesis to access indole tethered benzofurans and carbazole scaffolds through a [3 + 2] & [4 + 2] cycloaddition protocol catalyzed by Cu(OTf)2.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Enantioselective Lewis base catalysed allylation of picoline- and
quinaldine-based latent pronucleophiles-
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Abstract: Org. Biomol. Chem., 2024, 22,6684-6689
DOI : 10.1039/D4OB01063A, Communication Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Markus Lange, Nikita Alistratov, Ivan Vilotijevic
The concept of latent pronucleophiles enables selective allylation of picolines and quinaldines with allylic fluorides in the presence of Lewis base catalysts. The products are isolated as single regioisomers with good yields and enantioselectivity.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Sustainable biocatalytic synthesis of substituted muconic acids
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Abstract: Org. Biomol. Chem., 2024, 22,6791-6798
DOI : 10.1039/D4OB01000K, PaperDevin J. Sobottka, Grace C. Rooney, Samantha P. Thompson, Jessica M. Ubbelohde, Ava M. Aldag, Austin R. Lerch, Tyler J. Doyon
A sustainable biocatalytic approach for the synthesis of substituted muconic acids was developed using the ring-cleaving dioxygenase CatA.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Rhodium-catalyzed intramolecular cyclization for synthesizing
thiodihydropyrans-
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Abstract: Org. Biomol. Chem., 2024, 22,6695-6698
DOI : 10.1039/D4OB01150C, CommunicationYunxiao Wang, Ze-Feng Xu, Jing Chen, Mingming Yu, Sheng-Rong Guo, Chuan-Ying Li
A carbene-triggered cascade for synthesizing multi-substituted dihydropyrans from 1-sulfonyl-1,2,3-triazoles bearing xanthates is achieved.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Trimethylguanosine cap-fluorescent molecular rotor (TMG–FMR) conjugates
are potent, specific snurportin1 ligands enabling visualization in living
cells-
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Abstract: Org. Biomol. Chem., 2024, 22,6763-6790
DOI : 10.1039/D4OB01019A, PaperPiotr Surynt, Blazej A. Wojtczak, Mikolaj Chrominski, Joanna Panecka-Hofman, Karina Kwapiszewska, Tomasz Kalwarczyk, Dorota Kubacka, Tomasz Spiewla, Renata Kasprzyk, Robert Holyst, Joanna Kowalska, Jacek Jemielity
The synthesis of TMG cap–FMR conjugates and their evaluation as molecular probes with nanomolar affinity for snurportin1.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Visible-light-induced tandem reaction of quinoxalin-2(1H)-ones, alkenes,
and sulfonyl chlorides-
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Abstract: Org. Biomol. Chem., 2024, 22,6799-6809
DOI : 10.1039/D4OB00960F, PaperYaru Lu, Meng Li, Qianqian Feng, Ziqin Zhang, Zhenting Zhang, Kui Lu, Zhengyu Liu, Xia Zhao
A visible-light-induced tandem reaction involving quinoxalin-2(1H)-ones, alkenes, and sulfonyl chlorides, catalyzed by 4CzIPN, was developed.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Design and synthesis of 1,2-dihydroquinoline/chromene fused sugar triazole
frameworks by copper-catalyzed one-pot click and intramolecular arylation
reactions-
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Abstract: Org. Biomol. Chem., 2024, 22,6748-6762
DOI : 10.1039/D4OB00711E, PaperMohammed Ansar Ahemad, Sabita Nayak, Kamalika Prusty, Gopinatha Panigrahi, Suhasini Mohapatra, Seetaram Mohapatra
An efficient copper-catalyzed one-pot reaction, facilitated by TMEDA, enables the synthesis of 1,2-dihydroquinoline/chromene fused triazoles with varying sugar functionalities, providing moderate to good yields.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- A relay ring-closing metathesis/Diels–Alder approach to
sugar-derived pluramycin-hybrids-
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Abstract: Org. Biomol. Chem., 2024, 22,6727-6741
DOI : 10.1039/D4OB01049C, PaperAjad Singh, Krishna P. Kaliappan
Herein, we present a general approach involving a sequential relay ring-closing enyne metathesis, Diels–Alder, and oxidative aromatization reactions to synthesize pluramycinone-sugar hybrids.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Purinyl N-directed aroylation of 6-arylpurine ribo- and
2′-deoxyribonucleosides, and mechanistic insights-
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Abstract: Org. Biomol. Chem., 2024, 22,6718-6726
DOI : 10.1039/D4OB00689E, PaperMahesh K. Lakshman, Casina T. Malinchak, Nathaniel Shank, Michelle C. Neary, Lothar Stahl
The purinyl nitrogen atom is an effective metalation director, which in the presence of Pd(OAc)2, t-BuOOH, and aryl aldehydes, leads to acylation of the aryl ring at the C6 position of the purine.
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Design and synthesis of an environment-sensitive
3-methyleneisoindolin-1-one fluorophore for labeling DNA-interacting
proteins-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01036A, PaperMariko Aso, Chiyoe Ohta, Yixuan Liu, Kaori Sasaki-Tabata, Yukiko Abe-Sadamatsu, Chiemi Gatanaga, Yichun Wang, Yang Pei, Guosheng Gao, Tsutomu Katayama, Yosuke Taniguchi, Shigeki Sasaki
A new environment-sensitive fluorophore, 6-dimethylamino 3-methyleneisoindolinone, and reactive oligodeoxynucleotides for turn-on fluorescent lysine modification of target protein were developed.
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The content of this RSS Feed (c) The Royal Society of Chemistry
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- A thiol-selective and acid-stable protein modification strategy using an
electron-deficient yne reagent-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01037J, CommunicationZhi-liang Chen, Wen Chen, Fenglin Wang, Jian-Hui Jiang, Wan-Rong Dong
A protein modification method demonstrates exceptional selectivity towards thiols and exhibits rapid kinetics, resulting in conjugates with superior acid stability.
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- Enzymatic Synthesis of N-Formylated Sialosides via a Five-Enzyme Cascade
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00874J, PaperZi-Xuan Hu, Shu-Rui Li, Qing-Jun Xia, Ting Wang, Josef Voglmeir, Göran Widmalm, Li Liu
Here we report an enzymatic approach to synthesize N-formylneuraminic acid (Neu5Fo) containing sialosides, through a five-enzyme cascade. This method stands as an alternative to traditional chemical syntheses, aiming for precision...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- I2-catalyzed tandem sp3 C-H oxidation and annulation of aryl methyl
ketones with amidoximes for the synthesis of 5-aroyl-1, 2, 4-oxadiazoles-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01221F, PaperShiva Kumar Punna, Mariyaraj Arockiaraj, Venkatachalam Rajeshkumar
A metal-free, iodine-catalyzed protocol has been developed for constructing biologically significant 5-aroyl 1,2,4-oxadiazole scaffolds using aryl methyl ketones and amidoximes. The strategy produces structurally diverse 5-aroyl 1,2,4-oxadiazoles in good to...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Indoline Hemiaminals: A Platform for Accessing Anthranilic Acid
Derivatives through Oxidative Deformylation-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01218F, CommunicationKeisuke Tokushige, Yuito Kobori, Shota Asai, Takumi Abe
2-Aminobenzoyl chlorides possess both the nucleophilic nitrogen atom and electrophilic carbonyl group, and thus selective acylation of nucleophile is challenging: Self-dimerization and sluggish reaction occurs. Herein, we introduce a new...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Synthesis of C-glycoside analogues of isopropyl
β-D-1-thiogalactopyranoside (IPTG) and
1-β-D-galactopyranosyl-2-methylpropane. Conformational analysis and
evaluation as inhibitors of the lac repressor in E coli and as
galactosidase inhibitors-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01286K, Paper Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Eoin Hever, Venkatesan Santhanam, Sherivan Alberi, Ashis Dhara, Mikael Bols, Heinz-Peter Nasheuer, Paul Murphy
Isopropyl 1-thio-β-D-galactopyranoside (IPTG, 1) is used widely as an inducer of protein expression in E. coli and 1-β-D-galactopyranosyl-2-methylpropane (2), a C-glycoside analogue of 1, has also been identified as an...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Fluorescent Probes for Formaldehyde based on Formaldehyde-promoted C-N
Cleavage of Azanyl Carbamates-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01198H, CommunicationWanjin Xing, Yang Li, Yulin Que, Huan Xu, Wei Wang, Kaiyan Lou
Formaldehyde (FA) is an endogenous one-carbon matabolite and enviromental polluent and carcinogen. Elevated FA levels are associated with many diseases. Methods for convenient and in situ detection of FA levels...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Leveraging the Mukaiyama Oxidation-Reduction Condensation Reaction for
On-Resin Aryl Thio-Esterification for Bio-Conjugation-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01230E, CommunicationPaul Harris, Andrew Siow
AA room-temperature Mukaiyama Oxidation-Reduction Condensation inspired thioesterification methodology has been developed to afford aryl Cα-terminal peptide thioesters on-resin. The conditions herein feature mild reactions compatible with all Fmoc-SPPS protocols offering...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Azacoumarin-based “turn-on” fluorescent probe for the detection and
imaging of hydrogen peroxide in living cells-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01154F, Communicationsamarpita Das, Aiswarya Chaudhuri, Harish K Indurthi, Ashish Kumar Agrawal, Deepak K Sharma
Azacoumarins are a relatively unexplored group of coumarin fluorophores, despite their excellent light-emitting properties. In this report, we detail the creation and production of a fluorescent probe (PYCB) based on...
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- Highly efficient Ca2+ chelation activated by visible light
-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB00951G, PaperNishal M. Egodawaththa, Olivia Rajhel, Jingxuan Ma, Charitha Guruge, Alec B. Pabarue, Emily Harris, Roberto Peverati, Nasri Nesnas
Three visible light-activated Ca2+ chelators with quantum yields of 0.39, 0.52, and 0.83 are reported. The chelators demonstrated an over 105-fold increase in Ca2+ binding affinity upon irradiation.
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The content of this RSS Feed (c) The Royal Society of Chemistry
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- A macrocycle based new organometallic nano-vessel towards sustainable
implementation of selectivity for C2-H arylation of free indole in water-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00886C, PaperSubham Mandal, Piyali Sarkar, Pradyut Ghosh
C2-Selectivity of unsubstituted indole over facile C3-substitution is attempted by utilizing the π-cavity of a nano-vessel made up of the palladium complex of an amino-ether heteroditopic macrocycle. Interestingly, outstanding selectivities...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Construction of arylthio/arylamino methylene bonds by addition-elimination
of nitroolefins with aromatic thiols and amines-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01330A, PaperPooja Dahiya, Anoop Yadav, Rajnish Budhwan, Megha Rawat, Rama Krishna Peddinti
A highly efficient, catalyst-free, metal-free, atom economic green protocol for the synthesis of arylthio/ arylamino methylene compounds by Michael attack of arylthiols and anilines on nitroolefins-derived from acenaphthaquinone and isatin...
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- Fluorescent N-Oxides: Applications in Bioimaging and Sensing
-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01086H, Review ArticleYogesh Dubey, Sriram Kanvah
N-oxides, due to their zwitterionic nature and ability to form hydrogen bonds through the oxide ion, are highly water-soluble and widely used in biological and pharmacological studies. The structural scaffold...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Iodine-Mediated Decarboxylative Coupling to Synthesize
β-Sulfonyl-ene-amines/2,3-Diarythio-pyrroles from α-Amino Acids and
Sodium Sulfinates-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01149J, CommunicationXiaodong Yang, Feng Yang, Xiaoya Zhang
A novel process has been developed for the selective synthesis of β-sulfonyl-enamines and 2,3-diarylthiopyrroles. This process utilizes the decarboxylative coupling and β-C(sp3)-H functionalization of α-amino acids. In this reaction, iodine...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- Copper-Promoted ortho-Directed C-H Amination of 2-Arylpyridines with
NH-heterocycles-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01126K, PaperLin Dong, Yang-Hao Zeng
Copper-mediated C-N coupling of azaheterocycles with aryl C-H bonds has been realized for the synthesis of N-(hetero)arylated heteroarenes. This method is characterized by high regioselectivity, atom economy and a wide...
The content of this RSS Feed (c) The Royal Society of Chemistry
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- A Molecular Electron Density Theory Study of the Bimolecular Nucleophilic
Substitution Reactions on Monosubstituted Methyl Compounds-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01113A, PaperLuis R. Domingo, Patricia Perez, Mar Ríos-Gutiérrez, María José Aurell
The nucleophilic substitution reactions involving methyl monosubstituted compounds have been studied within the Molecular Electron Density Theory (MEDT) at the B97X-D/6-311+G(d,p) computational level in DMSO. This study aims to characterize...
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- NaIO4/Air-Initiated Phosphorylation of Alcohols with H-Phosphine Oxides
for the Construction of P(O)-O Bonds in Water-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01244E, PaperHuabin Wang, Lianhua Xu, Xiong-Wei Liu, Yang Shi, Zhen Yao, Ying Zhou, Qiang Huang
A facile and efficient protocol for P(O)-O bond formation was discovered through NaIO4/air-initiated phosphorylation of alcohols with H-phosphine oxides in water. This reaction showed good functional group tolerance and broad...
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- Chemistry of installing epitranscriptomic 5-modified cytidines in RNA
oligomers-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01098A, Review Article Open Access   This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Anna Kuszczyńska, Milena Bors, Karolina Podskoczyj, Grazyna Leszczynska
Studies of 5-hydroxymethylcytidine (hm5C), 5-formylcytidine (f5C) and 5-carboxycytidine (ca5C) modifications as products of 5-methylcytidine (m5C) oxidative demethylation pathway in cellular mRNAs constitute an important element of the new epitranscriptomic field...
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- A one-pot five component reaction for the synthesis of tetrazol-benzofuran
hybrids and their inhibitory activity against Mucor lusitanicus-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00995A, PaperCesia M. Aguilar-Morales, Viridiana Alejandre-Castañeda, Claudia Contreras-Celedón, Martha Isela Ramírez-Díaz, Alejandro Islas-Jácome, Victor Meza Carmen, Luis Chacón-García, Carlos J. Cortes-García
A synthetic strategy for obtaining a new series of 1,5-disubstituted tetrazole-benzofuran hybrid systems via a one-pot five-component reaction is described. This process involves a Ugi-azide multicomponent reaction coupled to an...
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- Toward the stereochemical assignment of euvesperins A and B: Total
synthesis of the possible structures of the natural products-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01118J, Communication Open Access   This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Kenichi Kobayashi, Yusuke Honma, Kosaku, III Tanaka, Momoko Suzuki, Kazuhiko Takatori, Hiroshi Kogen
The possible structures of euvesperins A and B were synthesized. The results of our synthesis suggest that euvesperin A may be a mixture of the (2R,3R,4S,7S) and (2S,3S,4R,7S) isomers and...
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- Asymmetric synthesis of penostatins A-D from L-ascorbic acid
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01186D, PaperMaolin Wang, Yuanliang Jia, Folei Wu, Zupei Li, Lijun Shao, Xiaochuan Chen
The first asymmetric synthesis of (-)-penostatins B and D, as well as practical synthesis of (+)-penostatins A and C have been accomplished by a flexible strategy. The features of the...
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- Efficient and Regioselective Synthesis of Ortho-Diiodinated Homobenzylic
Alcohol Derivatives: In-Silico Evaluation as Potential Anticancer IDO/TDO
Inhibitors-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01076K, PaperRaed M. Al-Zoubi, Walid K. Al-Jammal, Mohanad Shkoor, Abdulilah Dawoud Bani-Yaseen, Abbas Khan, Abdelali Aagouni, Robert McDonald
A simple and direct synthesis of 2,6-diiodophenylethanol building blocks through highly regioselective metalation (MIE)/oxirane SN2-type ring opening of 1,2,3-triiodobenzene is described. A significant impact of the nature of the R1...
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- Synthesis of 2H-imidazoles via Copper-Catalyzed Homo/Cross-Coupling of
Oxime Acetates-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00977K, CommunicationMin Liu, Bifu Liu, Hongyan Chen, Qian Wang, Lixin Liu, Kejun Feng, Zijia Wang, Qiang Li
A facile and practical protocol to construct 2H-imidazoles, applying oxime acetate block as the sole component via oxidative homo/cross-coupling catalyzed by Cu(I) was developed. This strategy provided a straightforward method...
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- Construction of Axially Chiral 2-Arylpyrroles by Catalytic Asymmetric
Suzuki-Miyaura Cross-Coupling: An Efficient Approach to Esaxerenone-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01174K, PaperLing Jia, Bing Li, Xi Wang, Jinfeng Zhao, Jingping Qu, Yuhan Zhou
A general and efficient method has been developed to access axially chiral 2-arylpyrroles by utilizing the catalytic asymmetric Suzuki-Miyaura cross-coupling. A wide range of axially chiral arylpyrroles were obtained in...
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- Solid-state synthesis of polyfunctionalized 2-pyridones and conjugated
dienes-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00902A, PaperAnđela Stanisavljević, Jovana Aleksić, Milovan Stojanović, Marija Baranac-Stojanović
Functionalized 2-pyridones are important biologically active compounds, DNA base anlogues and synthetic intermediates. Herein, we report a simple, green, solid-state synthesis of differently substituted 2-pyridones. It starts from commercially available...
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- A photocaged, pH-sensitive anion transporter with AND logic dual-stimuli
activation-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00801D, CommunicationBartłomiej Zawada, Michał Jan Chmielewski
A pH-switchable anion transporter 1 was photocaged with two photolabile groups to enhance spatiotemporal control over its chloride transport activity. Simultaneous application of light irradiation and acidic pH restores the...
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- New routes of azomethine ylide generation from prolines to synthesize
diverse n-heterocycles: a DFT supported endo-selective mechanism-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01004C, PaperRadha M Laha, Shobhon Aich, Ankan Kumar Sarkar, Tanmoy Dutta, Narendra Nath Ghosh, Saikat Khamarui, Dilip K. Maiti
Azomethine ylide is achieved using organocatalysts and metal catalysts separately in a ballet of decarboxylative C-N coupling choreographed by prolines. These strategies enable diastereoselective [3+2] cycloaddition, C-C coupling, and ring...
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- Transition metal-catalyzed transformations of 2-formylarylboronic acids
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01024H, Review ArticleFatemeh Doraghi, Amir Mohammad Taherkhani, Tolou Hosseinifar, Parviz Rashidi Ranjbar, Bagher Larijani, Mohammad Mahdavi
2-Formylarylboronic acids are used in the synthesis of carbo- and hetero-cyclic, as well as acyclic compounds under transition metal catalysis. Metal-catalyzed coupling reactions/annulations of 2-formylarylboronic acids are described in this review.
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- Synthesis of 1,2,4-Diazaphospholes via Base-Promoted Cyclization Reaction
of Hydrazonoyl Chlorides and [Bu4N][P(SiCl3)2]-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01260G, CommunicationXin Wang, Hui Luo, Bo Yang, Ming Li, Yong-Jun Ma, Xi-Cun Wang, Zheng-Jun Quan
Aromatic 1,2,4-diazaphospholes featuring distinct hybrid-mode nitrogen atoms (N(λ3σ2), N(λ3σ3)) and low-valent phosphorus atoms (λ3σ2) exhibited the characteristic of serving as unique hybrid ligands. This study presented a one-pot reaction involving...
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- Correction: Professor (Dr) Sukh Dev: an iconic scientist with an innate
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB90103G, Correction Open Access   This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Harry Kochat, J. S. Yadav, Vinod K. Singh, S. S. V. Ramasastry
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- Photochemical Tandem Reaction of Nitrogen Containing Heterocycles,
Bicyclo[1.1.1]pentane, and Difluoroiodane(III) reagents-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01020E, PaperYaqing Zhu, Fengchao Yi, Yi Zhang, Ningning Zhou, Ying Zhang, Xia Zhao, Kui Lu
A visible light-induced difluoroalkylation/heteroarylation of [1.1.1]propellane with nitrogen containing heterocycles and difluoroiodane(III) reagents was achieved. Various heteroarenes and difluoroiodane(III) reagents exhibit good compatibility, yielding the desired products in moderate to...
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- Biosynthesis of Brevinic Acid from Lawsone
-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01184H, PaperMaximilian Hohmann, Jonas Ferdinand Ohlrogge, Tobias A. M. Gulder
The menaquinone-pathway (men) is widespread in bacteria and key to the biosynthesis of intriguing small molecules such as the essential vitamin menaquinone and the natural dye lawsone. The violet molecule...
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- Stereoselective Synthesis of the Northern Hemisphere of Proposed Structure
of Neaumycin B-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01265H, PaperHimangshu Sharma, Sujan Paul, Swapnamoy Ganguly, Sourya Shankar Auddy, Rajib Kumar Goswami
Stereoselective synthesis of the northern hemisphere (C20-C41) of purported structure of extremely potent anticancer natural product neaumycin B has been accomplished. Twelve out of nineteen asymmetry centers have been installed...
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- Iodine-promoted sequential C(sp3)–H oxidation and cyclization of aryl
methyl ketones with 2-(2-aminophenyl)quinazolin-4(3H)-ones-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01146E, PaperMariyaraj Arockiaraj, Venkatachalam Rajeshkumar
I2-promoted, metal-free protocol has been developed for the one-pot synthesis of 6-aroyl-5,6-dihydro-8H-quinazolino[4,3-b]quinazolin-8-ones from readily accessible substrates. This reaction involves in situ sp3 C-H oxidation of aryl methyl ketones to phenylglyoxal,...
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- Exploring the catalytic mechanism of the 10–23 DNAzyme: insights
from pH–rate profiles-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB01125B, PaperVirginia Parra-Meneses, Victoria Silva-Galleguillos, Marjorie Cepeda-Plaza
Study of the roles of G14 and divalent metal cofactors in the mechanism of catalysis of the 10–23 DNAzyme.
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- Transition Metal-free Efficient Synthesis of Bis(indolyl)propynes (BIPs)
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01017E, PaperVirender Singh, Anjali Chaturvedi, Vishal Sharma, Fathimath Nafla CM, Katikam SivaPrasad, Deepak Sharma, Nikhil Kumar, Rushal Chandel, Manpreet Singh, Ravindra Kumar Rawal
A transition metal-free approach has been devised for the synthesis of a variety of bis(indolyl)propyne (BIP) derivatives. The strategy involves an iodine-catalyzed cascade condensation of α,β-unsaturated acetylenic aldehydes with diversely...
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- Enantioselective Michael Addition of 3-Hydroxy-2-pyridone to Nitroolefins
using Cinchona-derived Bifunctional Organocatalysts-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01042F, PaperMinseok Gi, Daehyun Oh, Sehun Yang, Jaeyong Lee, Sohyun Jung, Ju Ha Baek, Min Woo Ha, Geumwoo Lee, Hyeung-geun Park
Despite the extensive use of N-heteroarenes in pharmaceuticals and natural products, efficient methods for selectively alkylating the C-4 position of 2-pyridone are scarce. We developed an enantioselective Michael addition of...
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- Glycosphingolipids: From metabolism to chemoenzymatic total synthesis
-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00695J, Review ArticleMitra KeramatiFarhoudBonab, Zhongwu Guo, Qingjiang Li
GSLs are the major glycolipids in vertebrate mediating many key biological processes from intercellular recognition to cis regulation of signal transduction. The fast-expanding glycobiology poses a growing demand for diverse...
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- Novel convenient 2-step synthesis of pyrido[1,2-a]indoles from pyrylium
salts and o-bromoanilines-
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Abstract: Org. Biomol. Chem., 2024, Advance Article
DOI : 10.1039/D4OB00994K, PaperOlga V. Shurupova, Ekaterina S. Tarasova, Sergey A. Rzhevskiy, Lidiya I. Minaeva, Maxim A. Topchiy, Andrey F. Asachenko
Palladium catalyzed Heck-type intramolecular cyclization of N-(2-bromoaryl)pyridinium salts gives pyrido[1,2-a]indoles. A one-pot two-step procedure from pyrylium salts has been developed. The reaction is scalable and affords high product yields.
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- Biochemical characterization of FlkO, a penicillin-binding protein-type
thioesterase in cyclofaulknamycin biosynthesis-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00907J, CommunicationKenichi Matsuda, Rintaro Ichihara, Toshiyuki Wakimoto
Penicillin-binding protein-type thioesterases (PBP-type TEs) catalyze head-to-tail macrolactamization in bacterial nonribosomal peptide biosynthesis. Here the scope of FlkO, a new PBP-type TE in cyclofaulknamycn biosynthesis, was thoroughly evaluated. The preference...
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- NHC Catalyzed Radical Tandem Cyclization: An Efficient Synthesis of
α,α-Difluoro-γ-lactam Derivatives-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01012D, PaperTianjiao Huang, Huiping Yin, Tuanjie Li, Chenxia Yu, Kai Zhang, Changsheng Yao
Herein, an N-heterocyclic carbene (NHC) catalyzed radical tandem cyclization reaction of N-allylbromodifluoroacetamides and aldehydes has been developed. This method provides an efficient protocol for synthesizing of α,α-difluoro-γ-lactam derivatives in moderate...
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- Titanium in photocatalytic organic transformations: current applications
and future developments-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB01152J, Review ArticleJia-Lin Tu, Binbin Huang
Titanium, as an important transition-metal, has garnered extensive attention in both industry and academia due to its excellent mechanical properties, corrosion resistance, and unique reactivity in organic synthesis. In the...
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- Direct Hydrogenation of Natural Oils to Fatty Alcohols by
Alcoholysis/Hydrogenation Relay Strategy-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00822G, CommunicationYing Chen, Min-jie Zhou, Yue Hu, Yinjun Xie
Direct hydrogenation of natural oils to fatty alcohols was achieved by a relay strategy involving alcoholysis of natural oils followed by hydrogenation of fatty acid esters. Two-phase system was used...
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- Combinatorial Synthesis of Substituted Pyrazolo-Fused Quinazolines by the
Rh(III)-Catalyzed [5+1] Annulation of Phenyl-1H-pyrazol-5-amine with
Alkynoates and Alkynamide-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00516C, PaperWei-Jung Chiu, Ting-Yen Chu, Chung-Ming Sun
A Rh(III)-catalyzed C-H activation/cyclization cascade was developed for the first divergent synthesis of pyrazolo[1,5-a]quinazolines through [5+1] annulation reaction exclusively. The one-pot procedure, recognized for its broad substrate scope, functional group...
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- InCl3 Catalyzed Simultaneous Reductive Sulfoximination and O-silylation:
Synthesis of Silyloxy Benzylsulfoximine-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00713A, CommunicationK. Natarajan, jayakumar V, Padma Priya Vetrivel R., Antony Haritha A. Mercy, Ganesh Chandra Nandi
The article describes the synthesis of ortho-silyloxy benzylsulfoximine via the reaction of salicylaldehyde and sulfoximine in the presence of silane and InCl3. The steps include simultaneous reductive sulfoximination and O-silylation...
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- Nonbenzenoid N-Aryl Oxalamide: Synthesis of troponyl-Oxalamide Peptides by
Pd(II)-Catalyzed C(sp3)-H Functionalization of Glycinamides-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00800F, Paper Chinmay Kumar Jena, Nagendra K Sharma
Aryl oxalamides are constituents of various promising drug-like molecules. Their aryl groups are derived from the benzenoid aromatic moiety. However, nonbenzenoid aromatic molecules, troponoids, are found in various bioactive natural...
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- Supramolecular Polyplexes from Janus Peptide Nucleic Acids (bm-PNA-G5):
Self assembled bm-PNA G-Quadruplex and its Tetraduplex with DNA-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00968A, PaperIranna A. Todkari, Preeti Ravindra Bhoge, Mahesh J Kulkarni, Krishna Ganesh
Nucleic acids (DNA and RNA) can form diverse secondary structures ranging from hairpins, duplex, triplex to G4-tetraplex and C4-i-motifs. Many of the DNA analogues designed as antisense oligonucleotides (ASO) are also...
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- Synthesis of α-ketoamides via oxidative amidation of Diazo Compounds with
O-benzoyl hydroxylamines as Nitrogen Source and Oxidant-
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Abstract: Org. Biomol. Chem., 2024, Accepted Manuscript
DOI : 10.1039/D4OB00883A, CommunicationWenwen Chen, Xinyin Zhang, Xinyu Wang, Enxuan Zhang, Zu-Li Wang, Jianfeng Jia
An simple, efficient method for the construction of an array of α-ketoamides has been described from readily available O-benzoyl hydroxylamines and diazo compounds as starting materials by the combined use...
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