JournalTOCs

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]

Theoretical Investigation of Tautomerism of 2- and 4-Pyridones: Origin,
Substituent and Solvent Effects
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01588B, PaperMarija Baranac-Stojanović, Jovana Aleksić, Milovan Stojanović
  Computational investigation at the BHandHLYP/6-311G(d,p) level of theory of the gas-phase tautomerism of 2- and 4-pyridones confirmed the slight prevalence of lactim in the case of the former, but its...
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Molecular clips with spatially proximal urea residues for efficient
transmembrane co-transport of H+/Cl− ions
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01431B, CommunicationNyaya Prakash Pradhan, Kavthekar Rupesh Namdev, Aasheesh Srivastava
  We report the design of bis(urea) functionalized amphiphilic molecular clips, viz. 1a-1e to achieve efficient transmembrane co-transport of H+/Cl− ions. The most promising molecule 1a demonstrated low nanomolar EC50 value...
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Synthesis of 2-amidoindenone derivatives through an ynamide
carbosilylation / Houben-Hoesch cyclization 2-step sequence
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01787G, CommunicationCelia Schwoerer, Pierre Hansjacob, Frederic R. Leroux, Morgan Donnard
  In this manuscript we report the efficient and selective two-step synthesis of various 3-silyl-2-amidoindenones from easily accessible ynamides. This sequence involves a regio- and setero-selective silylcyanation followed by a Houben-Hoesch...
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Restricted rotation and tunable fluorescence in atropisomeric naphthyl
pyridine chromophores
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01819A, PaperOlga Yunyaeva, Duane Hean, Michael O. Wolf
  Alkylation of dinapthyl pyridines results in highly emissive atropisomers with restricted rotation.
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Photo-Induced Radical Transformations of Tosyl Cyanide
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01771K, Review ArticleYa Liu, Rui Li, Bing Yu
  Tosyl cyanide is a commonly used reagent for cyanation and sulfonylation in organic synthesis and pharmaceutical chemistry. The photocatalytic transformations of tosyl cyanide are generally conducted under mild conditions with...
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Catalyst-Free Assembly of Poly-Functionalized 1,2,4-Triazole-Fused
N-Heterocycle, 6-Acylated Pyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01747H, PaperHyunjin Oh, Ikyon Kim
  A catalyst-free synthetic route to a new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[3,4-c]pyrazine, was realized upon sequential exposure of pyrrole-2-carbonitrile-derived substrate to DMF-DMA and acyl hydrazide through which acylated pyrazine and 1,2,4-triazole...
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Synthesis of α-sulfenylated carbonyl compounds under metal-free
conditions
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01796F, CommunicationDan Mou, Yuanyuan Wu, Linda Wang, Ying Fu, Zhengyin Du
  An efficient synthesis of α-sulfenylated carbonyl compounds from propargylic alcohols and aryl thiols under heating conditions is described. The method is characterized by mild conditions, simple operation, metal-free catalysis and...
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Synthesis of arene-functionalized fused heterocyclic scaffolds via a
regioselective cascade 1,4-conjugate addition/5-exo-dig annulation
strategy
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  Abstract: Org. Biomol. Chem., 2023, 21,9159-9172
  
  DOI : 10.1039/D3OB01572F, PaperXinwei He, Demao Wang, Yanan Liu, Mengdi Wu, Yangzilin Kong, Qiang Tang, Yiping Wang, Chenli Fan, Yongjia Shang
  We have developed an efficient method for the synthesis of highly sterically congested 3-phenolic furo[3,2-c]pyran-4-ones and furo[3,2-c]pyridin-4(5H)-ones by the formation of a furan ring from readily available starting materials in a single step.
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Spirocyclization and Michael addition of 3-benzylidene succinimides: route
to spirocyclopentapyrrolidine-tetraones and benzylidene
N-arylpyrrolidine-diones
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  Abstract: Org. Biomol. Chem., 2023, 21,9192-9199
  
  DOI : 10.1039/D3OB01629C, PaperPooja Dahiya, Anoop Yadav, Rama Krishna Peddinti
  Reactions of 3-benzylidene succinimides with 2-substituted 2-hydroxy-indane-1,3-diones and unsaturated pyrazolones under basic conditions afforded spirocyclic compounds and Michael adducts, respectively, with high regio- and stereo-selectivities.
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The linkage-type and the exchange molecule affect the protein-labeling
efficiency of iminoboronate probes
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  Abstract: Org. Biomol. Chem., 2023, 21,9173-9181
  
  DOI : 10.1039/D3OB01269G, Paper Open Access This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Antonie J. van der Zouwen, Aike Jeucken, Elske van der Pol, Gerben Boerema, Dirk J. Slotboom, Martin D. Witte
  Acyl hydrazides are the most suitable substrates for the synthesis of iminoboronate probes. They have the appropriate balance between stability, which is required for targeting, and reversibility, which is required for detecting the labeled proteins.
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Rearrangement of thiazolidine derivatives – a synthesis of a chiral
fused oxathiane–γ-lactam bicyclic system
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  Abstract: Org. Biomol. Chem., 2023, 21,9182-9191
  
  DOI : 10.1039/D3OB01454A, Paper Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Karolina Kamińska, Dominika Iwan, Jakub Trojnar, Marek Daszkiewicz, Joanna E. Rode, Jacek Wojaczyński, Elżbieta Wojaczyńska
  Chiral fused lactam–thiazolidine or novel lactam–oxathiane systems are stereoselectively prepared using L-cysteine.
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Alkylation and silylation of α-fluorobenzyl anion intermediates
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  Abstract: Org. Biomol. Chem., 2023, 21,9210-9215
  
  DOI : 10.1039/D3OB01586F, PaperTaku Kitahara, Yuta Tagami, Yuto Haga, Santos Fustero, Tsuyuka Sugiishi, Hideki Amii
  Simple α-fluorobenzyl anions reacted with electrophiles such as non-activated alkyl halides and chlorotrimethylsilane.
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Lewis base-catalyzed cascade [4 + 2]-annulation reaction of N-alkoxy
acrylamides and acyl isothiocyanates: facile access to
2-imino-1,3-thiazinone derivatives
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  Abstract: Org. Biomol. Chem., 2023, 21,9200-9209
  
  DOI : 10.1039/D3OB01440A, PaperZhaoxue Wang, Ge Tian, Yuying Shi, Wanxing Liu, Xiangdong Xu, Xiaojing Li, Lingang Wu, Lei Xie
  A Lewis base-catalyzed cascade aza-nucleophilic addition/thio-Michael addition reaction of N-alkoxy acrylamides with acyl isothiocyanates has been developed to afford various 2-imino-1,3-thiazinone derivatives in 40–97% yields.
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One-pot cascade synthesis of dibenzothiophene-based heterobiaryls from
dibenzothiophene-5-oxide
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  Abstract: Org. Biomol. Chem., 2023, 21,9123-9127
  
  DOI : 10.1039/D3OB01468A, Communication Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Xiaofang Hu, Zeen Qiao, Li Zhang, Jinzhong Zhao, Ya-Zhou Liu, Jiangang Zhang, Xiaofeng Ma
  A one-pot protocol to access 4-substituted dibenzothiophene (DBT) from dibenzothiophene-5-oxide (DBTO) was developed via a sulfoxide directed C–H metalation/B2Pin2 mediated reduction/Suzuki coupling cascade process.
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Harnessing the power of a photoinitiated thiol–ene “click” reaction
for the efficient synthesis of S-lipidated collagen model peptide
amphiphiles
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  Abstract: Org. Biomol. Chem., 2023, 21,9150-9158
  
  DOI : 10.1039/D3OB01469J, PaperClouie Justin Aguilar, Makhdoom Sarwar, Sujay Prabakar, Wenkai Zhang, Paul W. R. Harris, Margaret A. Brimble, Iman Kavianinia
  Thiolation by 2-iminothiolane followed by photoinitiated thiol–ene "click" reaction enabled the formation of S-lipidated collagen peptide amphiphiles. This methodology holds significant potential for the generation of functional peptide amphiphiles.
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Synthesis of the Aminocyclopentenediol Fragment of Queuosine by way of the
Stereoselective Addition of an Organometallic Reagent to a
N-t-butanesulfinyl Glycosylamine
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01713C, PaperFloriane Heis, Estelle Gallienne, Olivier Martin
  An innovative, concise synthesis of the aminocyclopentenediol fragment of queuosine is reported. The synthesis is based on the stereocontrolled addition of a vinylGrignard.LiCl reagent to a I-butanesulfinyl L-ribofuranosylamine, followed by...
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Synthesis of fungicidal morpholines and isochromenopyridinones by
acid-catalyzed intramolecular reactions of isoindolinones
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01717F, PaperXiaoyu Liu, Yaru Sun, Shuang Hong, Xia Ji, Wei Gao, Haolin Yuan, Yue Zhang, Bin Lei, Liang-Fu Tang, Zhijin Fan
  Acid-catalyzed intramolecular cyclization or rearrangement of isoindolinone derivatives is described. 3-Hydroxy/ethoxy-3,4-dihydro-6H-[1,4]-oxazino-[3,4-a]-isoindol-6-ones are obtained in moderate to good yields. Further acid-catalyzed intramolecular rearrangement reactions give 6H-isochromeno-[4,3-b]-pyridin-6-ones. The mild reaction conditions with...
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Bioinspired Synthesis and biological evaluation of ent-Protulactones A and
B
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01708G, PaperLiang Changxu, Chao Hu, Peng-Peng Nie, Yuanfang Liu, Jun Liu, Yuguo Du
  The bioinspired and stereoselective synthesis of the furo[3,2-b] furan lactone (-)-protulactone A and the dioxabicyclo[3.3.1]nonane lactone (+)-protulactone B has been achieved based on chiron approach. The synthesis features a cascade...
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Facile preparation of polycyclic halogen-substituted 1,2,3-triazoles by
using intramolecular Huisgen cycloaddition
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01283B, PaperKazuki Kobayashi, Nozomi Kasakura, Seiya Kikukawa, Shota Matsumoto, Satoru Karasawa, Takeshi Hata
  1-(ω-Azidoalkyl)-2-(2,2-dihalovinyl)arenes afforded tricyclic 5-halo-1,2,3-triazoles via intramolecular Huisgen cycloaddition. Based on the remaining bromo groups, carbon elongation gave polycyclic compounds and a pentacyclic fluorescent compound.
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Polycyclic pyrroloindoline-containing natural product with unique
3-heptyl-2a,4a-diazapentaleno[1,6-ab]indene core isolated from Alstonia
scholaris
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01637D, PaperGuanqun Zhan, Fuxin Zhang, Kailing Yang, Tao Yang, Ruixi Zhou, Xueqing Ma, Nan Wang, Zengjun Guo
  Alscholine C (1), featuring an unprecedented pyrroloindoline-containing natural product (PiNP) with a 6/5/5/5 tetracyclic carbon skeleton, together with four known PiNPs (2-5), namely demethlyalstoscholarinine E (2), Nb-demethylechitamine (3), winphylline A...
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Recent advances in [4+4] annulation of conjugated heterodienes with
1,4-dipolar species for the synthesis of eight-membered heterocycles
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01626A, Review ArticleYahui Wang, Zefeng Jin, Liejin Zhou, Xin Lv
  Numerous eight-membered heterocycles are of significance in biological chemistry, medicinal industry, agrochemistry, and materials science. However, the assembly of eight-membered heterocycles is usually challenging due to the unfavorable enthalpic and...
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Recent Advances in Ligand-Enabled Palladium-Catalyzed Divergent Synthesis
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01679J, Review ArticleYue Wang, Jinzan Feng, Erqing Li, Zhenhua Jia, Teck Peng Loh
  Developing efficient and straightforward strategies to rapidly construct structurally distinct and diverse organic molecules is one of the most fundamental tasks in organic synthesis, drug discovery and materials science. In...
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Synthetic and mechanistic study on the conjugate isothiocyanation of
enones with trimethylsilyl isothiocyanate
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01710A, PaperYanmei Li, Diana M. Castañeda-Bagatella, Dhyeyi Kakkad, Yongling Ai, Hao Chen, Pier Alexandre Champagne
  The conjugate isothiocyanation of enones with trimethylsilyl isothioyanate provides excellent yields of β-isocyanato ketones under mild conditions, through a thermodynamically-controlled addition of the thiocyanate anion on the protonated enone.
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Transition-metal-free and additive-free intermolecular hydroarylation of
alkenes with indoles in hexafluoroisopropanol
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01570J, CommunicationChangsheng Zhou, Ming Huang, Yufeng Yao, Chunyu Chen, Xin Yi, Ke-fang Yang, Guo-Qiao Lai, Wenjing Xuan, Pinglu Zhang
  Hydroarylation of alkenes with indoles in hexafluoroisopropanol (HFIP) without the presence of any transition metals or additives.
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Hexylsilane-mediated direct amidation of amino acids with catalytic amount
of 1,2,4-triazole
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01722B, CommunicationTomoya Nobuta, Nozomi Tsuchiya, Yutaka Suto, Noriyuki Yamagiwa
  In this study, we report amino acid amidation using hexylsilane and a catalytic amount of 1,2,4-triazole. The conventional protection/deprotection method for the α-amino group of amino acids is not required....
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Divergent Synthesis of Difluoromethylated Indole-3-carbinols,
Bisindolylmethanes and Indole-3-methanamines
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01735D, PaperJiaqiang Wu, Yifei Qu, Xiaojia Cai, Yuzhuang Guan, Jiamin Tan, Zhangping Cai, Minyun Liu, Yasi Huang, Jinhui Hu, Wen-Hua Chen
  Indole-3-carbinol, bisindolylmethanes (BIMs) and indole-3-methanamines exhibit diverse therapeutic activities. Fluorinated molecules are widely used in pharmaceuticals. Herein we report a facile and straightforward method for the successful synthesis of difluoromethylated...
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Green Imine Synthesis from Amines using Transition Metal and Micellar
Catalysis
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01730C, Review ArticleLuke H. Park, Erin Leitao, Cameron Charles Weber
  Imines are a versatile class of chemicals with applications in pharmaceuticals and as synthetic intermediates. While imines are conventionally synthesized via aldehyde-amine condensation, their direct preparation from amines can avoid...
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Chloride-Responsive Molecular Switch: Driving Ion Transport and Empowering
Antibacterial Properties
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01826A, PaperSribash Das, Rama Karn, Mohit Kumar, Soumya Srimayee, Debasis Manna
  A molecular switch was developed to recognize and transport Cl‒ across lipid bilayers. The XRD-crystal structure and NOESY NMR spectra of the potent 4-aminoquinazoline analogue confirmed Cl‒-induced conformation changes. Systematic...
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Correlated translational motions in pseudo-rotaxane complexes controlled
by a single chemical stimulus
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01741A, Communication Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Naoko Kotera, Pilar Montellano, Aldo C Catalan, Anayeli Carrasco-Ruiz, Ruy F. Cervantes, Jorge Tiburcio
  Coordinated motions are essential in the operation of molecular machines. This feature can be achieved by landscaping the energy surface along the movement coordinates. Herein we present an approach to...
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Visualization of peroxynitrite/GSH cross-talk in the oxidant-antioxidant
balance by a dual-fluorophore and dual-site based mito-specific
fluorescent probe
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB00872J, PaperYu Liu, Jinjin Zhao, yingzhe wang
  Peroxynitrite (ONOO−) and glutathione (GSH) plays mutually regulating roles in the oxidant-antioxidant balance of the organisms, which has a profound relationship with people’s health and disease. In this work, we...
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Synthesis and biological activity of photostable and persistent abscisic
acid analogs
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01518A, PaperJun Takeuchi, Haruka Asakura, Yuri Ozasa, Motoki Koide, Toshiyuki Ohnishi, Yasushi Todoroki
  The plant hormone abscisic acid (ABA) plays a critical role in various environmental stress responses and has long been expected to be used in agriculture. However, the practical use of...
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Metal-free synthesis of 1,3-dichloro-1,5-diarylpentan-5-ones via cascade
oxidative radical addition of styrenes with CHCl3
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01403G, CommunicationMin Liu, Bifu Liu, Qian Wang, Kejun Feng, Yuanhua Li, Lixin Liu, Jiaen Tong
  A novel and efficient metal-free cascade oxidative radical addition of alkenes is developed for the construction of 1,3-dichloro-1,5-diarylpentan-5-ones.
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Chimeric GFP–uracil based molecular rotor fluorophores
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01539D, PaperMria Chowdhury, Julia A. Turner, Daniela Cappello, Maryam Hajjami, Robert H. E. Hudson
  GFP-like chromophores incorporating uracil possess molecular rotor and base-pairing properties.
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Three Rare Nor-sesquiterpenoids with Lipid-Lowering Activity from
Belamcanda chinensis
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01724A, PaperYunhua Qianshi, Lei Huang, Jun Jin, Yanmei Li, Yanan Li, Xiaojiang Hao, Chunmao Yuan
  Belchinoids A–C (1–3), three unusual nor-sesquiterpenoids, along with a new isoflavone (4) were isolated from the roots of Belamcanda chinensis, a traditional Chinese medicine. To the best of our knowledge,...
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Glycosylation of n-Pentenyl Glycosides Using Bromodiethylsulfonium Salt as
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01618H, PaperSupanat Buntasana, Panuwat Padungros
  Utilization of n-pentenyl glycosides (NPGs) in modern carbohydrate synthesis may be hindered by their sluggish activation, which results from reversible halogenation and cyclization processes. Bromodiethylsulfonium bromopentachloroantimonate (BDSB) has been previously...
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[2.2]Paracyclophane-based coumarins: effective organo-photocatalysts for
light-induced desulfonylation processes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01711G, CommunicationJules Brom, Antoine Maruani, Serge Turcaud, Sonia Lajnef, Fabienne Peyrot, Laurent Micouin, Erica Benedetti
  Herein, we demonstrate for the first time that coumarins derived from [2.2]paracyclophane (pCp) can act as effective organo-photocatalysts and promote the reductive cleavage of sulfonamides under light-irradiation. In the presence...
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Proline-catalyzed synthesis of α-substituted (E)-α,β-unsaturated
aldehydes from epoxides
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01750H, CommunicationAjay Sharma, Satyendra Kumar Pandey
  A novel simple and metal-free tandem approach for synthesizing α-substituted (E)-α,β-unsaturated aldehyde derivatives from acid-catalyzed epoxide rearrangement and organocatalyzed aldol condensation processes has been described. This transformation has a broad...
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Recent Advance in Ring-Opening of Cyclobutanone Oximes for Capture SO2, CO
or O2 via a Radical Process
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01762A, Review Articlelong-jin zhong, Jian-Hong Fan, Pu Chen, Pengfei Huang, Biquan Xiong, Kewen Tang, Yu Liu
  Cyclobutanone oximes and their derivatives are pivotal core structural motifs in organic chemistry. Iminyl-radical-triggered C-C bond cleavage of cyclobutanone oximes delivers an efficient strategy to provide stable distal cyano-substituted alkyl...
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Preparation of Pyridopyrazines Through Tandem Pd-Catalyzed CN/C-C Coupling
Reactions of Ugi Adducts
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01768K, CommunicationAhmad Takallou, Munir Al Siyabi, Saulaim ashidani, Yazdanbakhsh Lotfi Nosood, Azizollah Habibi, Alhajaj Almaani, Muhammad Usman Anwar, Ahmed Al-Harrasi
  A Pd-catalyzed tandem cyclization of Ugi adduct via Buchwald−Hartwig/C-H bond functionalization reactions has been reported for synthesizing a wide range of 4-(alkyl)-6-(aryl)-6-hydro-4H,8H-pyrazino[3,2,1-de]phenanthridine-5,8-dione derivatives in moderate to excellent yields. This method...
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Cu(II) salts as terminal oxidants in visible-light photochemical oxidation
reactions
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01678A, Review ArticleGrace Lutovsky, Tehshik Yoon
  Photochemistry provides an important platform for the discovery of synthetically useful transformations. The development of new oxidative photoreations, however, has proven to be relatively challenging. The importance of the identity...
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Sterically Demanding Csp2(ortho-Substitution)−Csp3(Tertiary) Bond
Formation via Carboxylate Directed Mizoroki-Heck Reaction Under Extra
Ligand-Free Conditions
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01784B, Communication Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Wei Zeng, Ai-Wen Chen, Ming-Jie Yan, Jie Wang
  The construction of sterically demanding Csp2(oS)−Csp3(T) bond was achieved via Pd-catalyzed carboxylate directed Mizoroki-Heck reaction under extra ligand-free aqueous conditions. The cooperative role of water and absence of phosphine ligand...
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Development of a Light-Activated STING Agonist
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01578E, PaperSteven E Caldwell, Chasity Janosko, Alexander Deiters
  The STING pathway is critical to innate immunity and is being investigated as a potential therapeutic target. Existing agents targeting STING suffer from several undesirable effects, particularly the possibility of...
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A Rapid Construction and Biological Evaluation of Densely Substituted
Pyrrolo[1,2-a]indoles via BF3.OEt2 Assisted Cascade Approach
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01457F, PaperGhanshyam Mali, Vinay K. Yadav, Himani Priya, Manjari Shukla, Peeyush Pandey, Akhilesh Kumar, Manikandan Paranjothy, Sudipta Bhattacharyya, Rohan D. Erande
  Lewis-acid cascade reactions promoted by BF3.OEt2 for the synthesis of highly substituted pyrrolo[1,2-a]indoles and congener of benzofuro[2,3-b]indoles. These reactions are highly regio- and diastereoselective towards generating up to five contiguous...
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Synthesis of substituted norcaranes for use as probes of enzyme mechanism
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01571H, PaperLuke Richard Churchman, Peter Giang, Julia Beth Buczynski, Jeanette E Stok, Stephen G Bell, James Joseph De Voss
  Norcarane is a mechanistic probe of monooxygenase enzymes which is able to detect the presence of cationic or radical intermediates. The addition of substituents around the bicycloheptane ring of the...
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Application of Engineered Myoglobins for Biosynthesis of Clofazimine by
Integration with Chemical Synthesis
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01687K, PaperShuai Tang, Li-Juan Sun, Ai-Qun Pan, Jun Huang, Huamin Wang, Ying-Wu Lin
  Significant efforts have been made in the design of artificial metalloenzymes. Myoglobin (Mb), an O2 carrier, has been engineered to exhibit different functions. Herein, we applied a series of engineered...
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Atropisomerism about aryl-C(sp3) bonds: chemically driven rotational
pathway in cannabidiol derivatives
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01617J, Paperclement denhez, Pedro Lameiras, Hatice Berber
  The conformational behaviour arising from the restricted C(sp2)-C(sp3) axis in ortho O-substituted naphthylcyclohexane and naphthylcyclohexene oxide derivatives of cannabidiol was examined by means of VT-NMR experiments and DFT calculations. Atropisomeric...
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FeCl3 catalyzed regioselective ring-opening of aryl oxirane with
4-hydroxycoumarin for the synthesis of furo[3,2-c]coumarins
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01721D, PaperSimra Faraz, Ahmad Ali, Abu Taleb Khan
  The regioselective ring-opening of aryl oxiranes is investigated with various 4-hydroxycoumarins in dimethyl sulfoxide in the presence of 20 mol% FeCl3 catalysts at temperature 110 oC, which in turn provides...
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A three-component reaction of cyclobutanone oxime esters, sulfur dioxide
and N-alkyl-N-methacryloyl benzamides
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  Abstract: Org. Biomol. Chem., 2023, 21,9021-9028
  
  DOI : 10.1039/D3OB01439H, PaperShengqing Ye, Chen Zhuang, Jiajing Lv, Chao Zhang, Qi Chen, Zhiyuan Wu, Jie Wu, Hongguang Xia
  A three-component reaction of cyclobutanone oxime esters, DABCO·(SO2)2 and N-alkyl-N-methacryloyl benzamides was developed for the generation of sulfonyl-containing isoquinoline-1,3-(2H,4H)-diones.
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Direct arene trifluoromethylation enabled by promiscuous activity of
fungal laccase
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  Abstract: Org. Biomol. Chem., 2023, 21,8975-8978
  
  DOI : 10.1039/D3OB01779F, CommunicationYi Ling Goh, Shi Yang Preston Long, Mun Fei Eddy Wong, Lee Ling Tan, Elaine Tiong, Fong Tian Wong, Zhennan Liu
  Laccase from T. versicolor catalyzed the trifluoromethylation of non-phenolic arenes at a 0.0034% catalyst loading with a yield up to 70%.
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Z-Selective access to α-trifluoromethyl arylenes through Pd-catalysed
fluoroarylation of 1,1-difluoroallenes
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  Abstract: Org. Biomol. Chem., 2023, 21,8979-8983
  
  DOI : 10.1039/D3OB01574B, CommunicationLei Chen, Ze-Feng Luo, Peng Ye, Yang-Jie Mao, Zhen-Yuan Xu, Dan-Qian Xu, Shao-Jie Lou
  A Pd-catalysed Z-selective fluoroarylation of 1,1-difluoroallenes with AgF and various aryl iodides was developed for the first time, constituting an interesting approach for the synthesis of challenging Z-α-trifluoromethyl arylenes.
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Direct access to carbamates via acylation of arylamines with dialkyl
azodicarboxylates under metal-free conditions
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  Abstract: Org. Biomol. Chem., 2023, 21,9037-9048
  
  DOI : 10.1039/D3OB01437A, PaperLiangxin Fan, Mengyang He, Xinyuan Liu, Fangyu He, Lulu Wu, Guoyu Yang, Zhenliang Pan, Lijun Shi, Caixia Wang, Cuilian Xu
  A novel C–N coupling of arylamines with dialkyl azodicarboxylates under metal-free conditions for the rapid assembly of carbamates has been achieved. The synthetic application of products was exemplified by several intriguing chemical operations.
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Trends in carbazole synthesis – an update (2013–2023)
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  Abstract: Org. Biomol. Chem., 2023, 21,8956-8974
  
  DOI : 10.1039/D3OB01605F, Review ArticleLewis A. T. Allen, Philipp Natho
  This review discusses last decade's developments in carbazole synthesis. Aspects of selectivity and functional group tolerance are evaluated, as well as the applicability of such protocols towards the total synthesis of natural products.
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PEGylated Dmoc phosphoramidites for sensitive oligodeoxynucleotide
synthesis
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  Abstract: Org. Biomol. Chem., 2023, 21,9005-9010
  
  DOI : 10.1039/D3OB01495A, PaperKomal Chillar, Yipeng Yin, Alexander Apostle, Shiyue Fang
  Using PEGylated Dmoc (pDmoc) phosphoramidites for oligodeoxynucleotide (ODN) synthesis increases the solubility of ODN on solid support and enables the synthesis of longer sensitive ODNs.
  The content of this RSS Feed (c) The Royal Society of Chemistry
Genome-driven discovery of new serrawettin W2 analogues from Serratia
fonticola DSM 4576
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  Abstract: Org. Biomol. Chem., 2023, 21,9029-9036
  
  DOI : 10.1039/D3OB01642K, PaperHaolin Qiu, Yang Xiao, Ling Shen, Tao Han, Qiang He, Aiying Li, Peng Zhang, Xiaofeng Cai
  By expressing a multimodular NRPS gene sefA from Serratia fonticola DSM 4576 in E. coli, four new serrawettin W2 analogues, namely sefopeptides A–D (1–4), were isolated and structurally characterized and their biosynthesis was proposed.
  The content of this RSS Feed (c) The Royal Society of Chemistry
Convenient route to Fmoc-homotyrosine via metallaphotoredox catalysis and
its use in the total synthesis of anabaenopeptin cyclic peptides
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  Abstract: Org. Biomol. Chem., 2023, 21,9011-9020
  
  DOI : 10.1039/D3OB01608K, PaperChristopher Bérubé, Louis-David Guay, Tommy Fraser, Victor Lapointe, Sébastien Cardinal, Éric Biron
  Metallaphotoredox catalysis was used to prepare N-Fmoc-protected homotyrosine and allowed the total on-resin synthesis of the cyclic peptide anabaenopeptin F.
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One-step synthesis of Ling's tetrol and its conversion into
A,D-di-allo-α-cyclodextrin derivatives
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  Abstract: Org. Biomol. Chem., 2023, 21,8993-9004
  
  DOI : 10.1039/D3OB01576A, PaperWaldemar Frederik Zorck, Martin Jæger Pedersen, Mikael Bols
  Ling's tetrol was prepared in 59% yield and used in the synthesis of unique cyclodextrin derivatives.
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Exploration of 3,4-unsubstituted coumarins as thioredoxin reductase 1
inhibitors for cancer therapy
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01522J, PaperAnna Nikitjuka, Melita Ozola, Ludmila Jackevica, Raitis Bobrovs, Raivis Zalubovskis
  Coumarin and its derivatives have emerged as promising candidates in drug discovery. While the activity of coumarins as anticancer agents with different biological targets has been thoroughly investigated, reports on...
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α/β-Stereo- and Diastereoselective Glycosylation with n-Pentenyl
Glycoside Donors, Promoted by N-Iodosuccinimide and Catalyzed by Chiral
Brønsted Acid
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01633A, CommunicationManiyamma Aswathy, N. K. Mohammad Sadik, Purushothaman C Harikrishnan, Sasikumar Parameswaran, K. V. Radhakrishnan, Ravi Shankar Lankalapalli
  α/β-Stereo- and Diastereoselective Glycosylation with n-Pentenyl Glycoside Donors, Promoted by N-Iodosuccinimide and Catalyzed by Chiral Brønsted Acid Maniyamma Aswathy, a,b Purushothaman C. Harikrishnan,a Sasikumar Parameswaran,a Kokkuvayil Vasu Radhakrishnan, a,b, *...
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K2S2O8 Mediated Direct C-H Heteroarylation/Hydroxylation of Indolin-2-ones
with Quinoxalin-2(1H)-ones
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01792C, CommunicationHui Qin, Guoliang Wei, Yutao Lou, Xiaowei Zheng, Meihua Bao, Yiwen Zhang, Ping Huang
  Herein, a K2S2O8 mediated direct heteroarylation and hydroxylation reaction between quinoxalin-2(1H)-ones with C(sp2)-H bond and indolin-2-ones with C(sp3)-H bond via an oxidative cross coupling reaction has been reported. we have...
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Pd-catalyzed oxa-[4 + n] dipolar cycloaddition using 1,4-O/C dipole
synthons for the synthesis of O-heterocycles
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01619F, Review ArticleHo-Jun Cho, Ju Hyun Kim
  Transition metal-catalyzed dipolar cycloaddition is one of the most efficient and powerful synthetic strategies to provide diverse heterocycles. In particular, for the construction of oxygen-containing heterocycles, which are valuable structural...
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Histidine-assisted reduction of arylnitrenes upon photo-activation of
phenyl azide chromophores in the GFP-like fluorescent proteins
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01450A, PaperBella L Grigorenko, Maria Khrenova, D. Dafydd Jones, Alexander Nemukhin
  The photochemically active sites of the proteins sfGFP66azF and Venus66azF from the green fluorescent protein (GFP) family contain a non-canonical amino acid residue p-azidophenylalanine (azF) instead of Tyr66 in GFP....
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Resveratrol Glucosylation by GTF-SI from Streptococcus mutans:
Computational Insights into a GH70 Family Enzyme
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01529G, PaperCamilo Febres-Molina, Xavier Prat-Resina, Gonzalo A Jaña
  Resveratrol, a polyphenolic compound known for its health benefits but limited by poor water solubility and low bioavailability, represents a valuable substrate for glucosylation by carbohydrate-active enzymes such as glucosyltransferase-SI...
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Enantioselective conjugate addition to nitroolefins catalysed by helical
peptides with a single remote stereogenic centre
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01594G, Paper Open Access This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.David P. Tilly, Catherine McColl, Mingda Hu, Iñigo J. Vitórica-Yrezábal, Simon Webb
  Two short pentapeptides rich in α-amino-iso-butyric acid (Aib) residues have been shown to act as enantioselective organocatalysts for the conjugate addition of nucleophiles to nitroolefins. An L-alanine terminated peptide, (Aib)4(L-Ala)NHtBu,...
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Controlled oligomeric guest stacking by cucurbiturils in water
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01723K, PaperFengbo Liu, Amine Kriat, Roselyne Rosas, David Berge-Lefranc, Didier Gigmes, Simon Pascal, Olivier Siri, Simin Liu, Anthony Kermagoret, David Bardelang
  Previously, we have reported a guest molecule containing a viologen (V), a phenylene (P) and an imidazole (I) fragment (VPI) forming a host:guest 2:2 complex with cucurbit[8]uril (CB[8]) and an...
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Cu-Catalyzed Convenient Synthesis of 2-Trifluoromethyl Benzimidazoles via
Cyclization of o-Phenylenediamines with Hexaﬂuoroacetylacetone
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01702H, CommunicationXia Chen, Xiao-Yu Zhou, Hailong Liu, Sheng Zhang, Ming Bao
  An efficient and convenient method for the synthesis of 2-trifluoromethyl benzimidazoles is described in this paper. The cyclization reaction of various o-phenylenediamines with hexaﬂuoroacetylacetone proceeded smoothly in the presence of...
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Silver-catalyzed nitrosation and nitration of aromatic amides using NOBF4
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01729J, PaperXiao-Feng Xia, Sa Li, Wentao Liu
  Divergent aromatic ring nitrosation and nitration of aromatic amides is reported using NOBF4 as the electrophile under silver-catalyzed conditions. The reactions proceed efficiently with a wide range of compatible functionalities...
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Molecular-iodine catalyzed selective construction of cyclopenta[b]indoles
from indoles and acetone: a green gateway to indole-fused cycles
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01561K, PaperPrantika Bhattacharjee, Bipul Sarma, Utpal Bora
  A substrate-controlled synthesis of cyclopenta[b]indoles has been developed from readily available 2,3-unfunctionalized indoles and acetone, under the catalysis of molecular iodine.
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Synthesis of Functionalized Tetrahydrodibenzo[b,g]
[1,8]naphthyridin-1(2H)-ones through Base-promoted Annulation of Quinoline
Derived Dipolarophiles and Cyclic Enaminones
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01547E, CommunicationWenjun Luo, Xinghua Zheng, Fanglian Zhang, Qiuya Luo, Wen-Ting Deng, Lipeng Long, Daohong Yu, Zhong-Xia Wang, Zhengwang Chen
  An eco-friendly and metal-free method for the tetrahydrodibenzo[b,g][1,8]naphthyridin-1(2H)-ones was establish. Quinoline derived dipolarophiles and cyclic enaminones as starting materials pass 1,4-Michael addition/SNAr tandem annulation reaction afford the target products. The...
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Carbenes from Cyclopropanated Aromatics
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01525D, Review ArticleAlexander D. Roth, Dasan Madhav Thamattoor
  Although a ripe old discipline by now, carbene chemistry continues to flourish as both theorists and experimentalists have shown sustained interest in this area of research. While there are numerous...
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K2S2O8 Promoted Metal-Free Direct C-alkylation of Acetophenones with
Alcohols
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01526B, CommunicationDeepak Gautam, Puneet Singh Gahlaut, Shristi Pathak, Barun Jana
  Herein, we report a metal-free synthetic methodology for the C-alkylation of acetophenones following a hydrogen borrowing pathway using commercially available inorganic oxidant K2S2O8 in conjunction with KOtBu. This study articulates...
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Synthesis of spiro[indolenine]-methanofullerenes via Deoxofluor promoted
deoxidated cyclopropanation of 1,2-(3-indole)-fullerenols
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01697H, PaperWen-Bin Ma, Long-Ge Wang, Shou-Rui Chen, Xiang Zhang, Jun Xuan, Fei Li
  Deoxofluor promoted intramolecular cyclopropanation of 1,2-(3-indole)fullerenols has been developed as a straightforward and efficient protocol for synthesis various spiroindole-methanofullerenes. This approach exhibits low cost, operational simplicity, and convenient conditions, thus...
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Introducing covalent warheads on spirocyclic sp2–sp3 fragments by innate
C–H functionalization
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01746J, PaperMatteo Martinelli, Christophe Giorgiutti, Thomas Fessard, Quentin Lefebvre
  Spirocyclic sp2–sp3 fragments with medicinal-chemistry-relevant physical–chemical properties were functionalized by innate C–H functionalization to install cyano- or acrylamide covalent warheads in one step.
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Titanium-catalyzed Highly Stereoselective Anti-Markovnikov Intermolecular
Hydroalkoxylation of Alkynes to Prepare Z-Enol Ethers
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01514A, PaperYang Wang, Biao Ma, Yingning Mao, Zhihui Wang, Jinsong Peng, Chunxia Chen, Zhanyu Li
  Enol ethers are essential synthetic frameworks and widely applied in organic synthesis, however, high regio- and stereo-selective access to enol ethers remains challenging. Herein, we report a titanium-catalyzed stereospecificity anti-Markovnikov...
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The Perfluoroalkylthiolation/decarbonylation Reaction of 1,3-Diketones
with Perfluoroalkanesulfenic Acids
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01482G, Paper Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Jia-Hui Li, Min Jiang, Jin-Tao Liu
  The perfluoroalkylthiolation/decarbonylation reactions of 1,3-dicarbonyl compounds with in-situ formed perfluoroalkanesulfenic acids were achieved. Using trifluoromethanesulfonic acid as additive, a series of -perfluoroalkylthiolated arylethanones were obtained in moderate to good yields....
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Visible Light-Enabled Synthesis of Phosphorylated Indolizine and
Pyridoindole Derivatives via HAT-Mediated Radical Cascade Cyclization
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01675G, CommunicationKunrong Shen, Chuan Feng, Yilei Liu, Dong Yi, Peng Lin, Huifang Li, Yimou Gong, Siping Wei, Qiang Fu, Zhijie Zhang
  A visible light-enabled cascade cyclization strategy was disclosed with concomitant phosphorylation and heterocycle construction. It provides a novel and environmentally benign approach to access tetrahydroindolizine-containing phosphonates with metal-free conditions. Mechanistic...
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Synthesis of tricyclic oxazinoindolones via Pd-catalyzed intramo-lecular
addition of carboxylic acids to alkynes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01672B, Communication Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Subhamoy Mukhopadhyay, Bhavya Khaitan, Shikha Gandhi
  A completely atom-economical synthesis of the oxazinoindolone core via the Pd-catalyzed intramolecular addition of car-boxylic acids to alkynes has been developed. Oxazinoindolones have been known to have varied biological activities....
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Solvent- and Functional-Assisted Tautomerism of 3-Alkyl Substituted
5-(2-Pyrіdyl)-1,2,4-triazoles in DMSO-Water
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01651J, PaperJesús García-López, Dmytro M. Khomenko, Borys V. Zakharchenko, Roman O. Doroshchuk, Viktoriya S. Starova, María José Iglesias, Rostyslav D. Lampeka, Fernando López-Ortiz
  The tautomerism of a series of 5-alkyl substituted 3-(2-pyrіdyl)-1,2,4-triazoles in DMSO-d6 containing water has been investigated by 1H, 13C and 15N NMR spectroscopy. The populations of the three possible regioisomers...
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Reductive Transamidation of Tertiary Amides with Nitroarenes Enabled by
Magnesium and Chlorosilane
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01728A, CommunicationShangru Yang, Haohao Zeng, Meiming Luo, Xiaoming Zeng
  Reported here is the reductive transamidation of tertiary amides with nitroarenes that is promoted by main group metal magnesium and chlorosilane. The reaction uses commercially available and air-stable nitroarenes as...
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Metal-Free Synthesis of Difluoro/Trifluoromethyl Carbinol-Containing
Chromones via Tandem Cyclization of o‑Hydroxyaryl Enaminones
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01582C, PaperLong-Hui Wu, Xia Liu, Zhao-Wen Liu, Zhi-Xi Chen, Xin-Lei Fu, Kai Yang
  We hereby propose a HFIP-promoted tandem cyclization reaction for synthesis of difluoro/trifluoromethyl carbinol-containing chromones from o-hydroxyphenyl enaminones at room temperature. This protocol provides a facile and efficient approach to access...
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Direct fluorescence labelling of NO inside the plant cells
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01647A, PaperPriyotosh Ghosh, Shrabani Saha, Sunanda Mukherjee, Ansuman Chattopadhyay, Prithidipa Sahoo
  Nitric oxide (NO) plays a key role in regulating plant growth, enhances nutrient uptake, and activates disease and stress tolerance mechanisms in most plants. NO is marked as a potential...
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Visible-light-driven enantioselective intermolecular [2+2]
photocyclization utilizing bathochromic excitation mediated by chiral
phosphoric acid
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01425H, CommunicationTatsuhiro Uchikura, Kazuki Takahashi, Tatsushi Oishi, Takahiko Akiyama
  We report herein an enantioselective intermolecular [2+2] photocyclization of alkenyl 2-pyrrolyl ketones using the bathochromic shift mediated by a chiral phosphoric acid. This synthetic method provides access to cyclobutanes with...
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tert-Butylhydroperoxide mediated radical cyanoalkylation/cyanoalkenylation
of 2-anilino-1,4-naphthoquinones with vinylarenes/arylalkynes and
azobis(alkylcarbonitrile)s
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01528A, PaperMayurakhi Bhuyan, Suraj Sharma, Nibedita Baruah Dutta, Gakul Baishya
  A novel sustainable methodology on one-pot cyanoalkylation/cyanoalkenylation of 2-anilino-1,4-naphthoquinones with vinylarenes/arylalkynes and azobis(alkylcarbonitrile)s involving three-component radical cascade path has been achieved. tert-Butylhydroperoxide (TBHP) here acts as an efficient oxidant, and...
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The Hamburger-Shape Photocatalyst: Thioxanthone-Based Chiral
[2.2]Paracyclophane for Enantioselective Visible-Light Photocatalysis of
3-Methylquinoxalin-2(1H)-one and Styrenes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01580G, CommunicationShou-Chih Huo, Ranadheer Reddy Indurmuddam, Bor-Cherng Hong, Chuan-Fu Lu, Su-Ying Chien
  A new thioxanthone-based photocatalyst with a [2.2]paracyclophane skeleton and planar chirality has been developed. The catalyst has been successfully applied in the visible light-mediated enantioselective aza Paternò–Büchi reactions of quinoxalinone...
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The Synthetic Route to Artificial Chiral α-Amino Acids Featuring a
3,4-Dihydroisoquinolone Core through a Rh(III)-Catalyzed Functionalization
of Allyl Group in the Chiral Ni(II) Complexes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01513K, CommunicationMikhail A. Arsenov, Nadezhda V. Stoletova, Alexander F. Smol’yakov, Tat’yana F. Savel’yeva, Victor I Maleev, Dmitry A Loginov, Vladimir A. Larionov
  Currently, non-proteinogenic α-amino acids (α-AAs) have attracted increasing interest in bio- and medicinal chemistry. In this context, the first protocol for the asymmetric synthesis of artificial α-AAs featuring a 3,4-dihydroisoquinolone...
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Recent advances in radical thiocyanation cyclization or spirocyclization
reactions
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01659E, Review ArticleQinqin Yan, Shiliu Chen, Jie Fan, Zejiang Li
  Organic thiocyanates are valuable biology and drug-building blocks, which also can effectively transform into thioethers, thiols, alkynyl thioethers, thiocarbamates, et al in synthetic chemistry. Concerning the merits of thiocyanates, many...
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One-pot synthesis of δ-lactams from ketoaziridines
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01568H, CommunicationLorena S R Martelli, Otavio Augusto Marini da Silva, Júlio Zukerman-Schpector, Arlene Gonçalves Correa
  The remarkable biological activities of γ-lactams have stimulated the search for efficient synthetic methods to achieve these scaffolds. In this work, we have developed a simple one-pot diastereoselective synthesis of...
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Bispidine as a promising scaffold for designing molecular machines
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  Abstract: Org. Biomol. Chem., 2023, Advance Article
  
  DOI : 10.1039/D3OB01406A, PaperHanuman Singh, Akshay Chenna, Upanshu Gangwar, Souvik Dutta, Narayanan D. Kurur, Gaurav Goel, V. Haridas
  Here, we show a versatile design strategy based on bispidine. The conformational study of bispidine diamides showed that syn/anti-forms exist. The bispidine–amino acid conjugate behaves like a molecular machine with stops at the syn/anti-position.
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Synthesis of 13C-methyl-labeled amino acids and their incorporation into
proteins in mammalian cells
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01320K, PaperMatteo Borgini, Łukasz Wieteska, Cynthia Hinck, Troy Krzysiak, Andrew Hinck, Peter Wipf
  Isotopic labeling of methyl-substituted proteinogenic amino acids with 13C has transformed applications of solution-based NMR spectroscopy and allowed the study of much larger and more complex systems than previously possible...
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Base promoted tandem synthesis of 2-azaaryl indoline
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01444D, CommunicationShuguang Chen, Jiahong Tan, Hao Wu, Quansheng Zhao, Yongjia Shang
  A novel tandem method to synthesize 2-azaaryl indoline promoted by LiN(SiMe3)2 from 2-azaaryl methyl amine and 2-fluoro benzyl bromides has been developed. Mechanism investigation indicated that this tandem cyclization was...
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Ball milling synthesis of S-quinolyl xanthates via coupling of
haloquinolines with potassium O-alkyl xanthates
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01688A, PaperSha Peng, Meng-Yang Zhao, Jia-Jun Tang, Long-Yong Xie
  An environmentally benign protocol that provides various S-quinolyl xanthates via the ball milling enabled cross coupling reaction of haloquinolines and readily available potassium O-alkyl xanthates is firstly reported. The reaction...
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Photoactive glycoconjugates with very large Stokes shift. Synthesis,
photophysics, and copper (II) and BSA sensing
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01388J, PaperCláudia B da Silva, Luana Silva, Natalí Pires Debia, Otávio Augusto Chaves, Diogo Lüdtke, Fabiano Severo Rodembusch
  This study presents the synthesis of novel glycoconjugates by connecting benzazole and carbohydrate units with a 1,2,3-triazole linker. A simple synthetic route employing a copper (I) catalyzed azide-alkyne 1,3-dipolar cycloaddition...
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Concise Access to C2-ethylidene Pyrrolo[1,4]benzodiazepine Natural
Products
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01430D, PaperZigmārs Leitis, Guna Sakaine, Katrīna Brokāne, Gints Smits
  A 3-step route toward pyrrolo[1,4]benzodiazepine (PBD) antitumor antibiotic class members oxo-prothracarcin and boseongazepine B has been developed. This methodology also enables preparing oxo-tomaymycin in only 4 linear steps representing the...
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Modulating the Shuttling Motion of [2]Rotaxanes Built of p-Xylylenediamine
Units through Permethylation at the Benzylic Positions of the Ring
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01611K, Paper Open Access This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence.Julio Puigcerver, Mateo Alajarin, Alberto Martinez-Cuezva, Jose Berna
  In this study, we show the effect of the gem-dimethyl substitution at the four benzylic carbons of the ring on the internal dynamics of two-station [2]rotaxanes. Such structural modification of...
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Synthesis of the indeno[1,2-b]indole core of janthitrem B
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01566A, Paper Open Access This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Marvin Fresia, Alexandra Dierks, P. G. Jones, Thomas Lindel
  The tetracyclic core structure of the majority of indole diterpenoids features a trans-hydrindane moiety that is fused to an indole unit. We report here a novel synthetic route that includes...
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Synthesis of Biologically Important Tetrahydroisoquinoline (THIQ) Motifs
using Quantum Dot Photocatalyst and Evaluation of Their Anti-Bacterial
Activity
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01305G, PaperJiteshkumar P. Deore, Mrinmoy De
  Our study presents an efficient photocatalytic approach for synthesizing biologically important C1-substituted tetrahydroisoquinoline (THIQ) motifs. Leveraging the unique properties of quantum dots (QDs), specifically WS2 QDs, we successfully formed C-C...
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Ph3P/ICH2CH2I-promoted reductive deoxygenation of alcohols
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01698F, CommunicationWei-Ying Tang, Xing Zheng, Xu Yao, Jin-Hong Lin, Qu-Tong Zheng, Ji-Chang Xiao
  Owing to the ubiquity of the hydroxyl group, reductive deoxygenation of alcohols has become an active research area. The classic Barton-McCombie reaction suffers from a tedious two-step procedure. New efficient...
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Synthesis of Chroman-Annulated Cyclopropanols via Photoinduced
Intramolecular [2+1]-Cycloaddition of 2-Allyloxybenzaldehydes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01520C, PaperElvira R Zaitseva, Victoria E Opryshko, Dmitrii S. Ivanov, Andrey A. Mikhaylov, Alexander Yu. Smirnov, Mikhail S. Baranov
  2-Allyloxybenzaldehydes undergo [2+1] cycloadditions under 365 nm LED irradiation to form the corresponding chroman-fused cyclopropanols. The reaction easily proceeds without any catalysts or additives in dimethyl sulfoxide.
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Transition metal-free [3+3] annulation of cyclopropanols with β-enamine
esters to assemble nicotinate derivatives
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01662E, CommunicationJun-Long Zhan, Lin Zhu, Jia-Nan Bai, Jian-Bo Liu, Shi-Han Zhang, Yao-Qiang Xie, Bo-Mei Hu, Yang Wang, Wen-Jun Han
  A metal-free and efficient approach for the synthesis of structurally important nicotinates through 4-HO-TEMPO mediated [3+3] annulation of cyclopropanols with β-enamine esters is presented. This protocol features high atom-efficiency, green...
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Tandem Phospha-Michael Addition/Cyclization/Dehydration of
2-Hydroxychalcones with H-Phosphine Oxides for Synthesis of
4-Phosphorylated 4H-Chromenes
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01562A, PaperLong Chen, Wen Zhong, Kai-Cheng Yang, Shi-Lu Zheng, Yu-Shan Zhang, Sheng-Jun Wang, Hai-Liang Ni
  A Hg(OTf)2-catalyzed tandem phospha-Michael addition/cyclization/dehydration of 2-hydroxychalcones with H-phosphine oxides is presented. This protocol provides a new and supplemental approach for the preparation of 4-phosphorylated 4H-chromenes in good yields (up...
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C(21)-Di- and monofluorinated scaffold for thevinol/orvinol-based opioid
receptor ligands.
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  Abstract: Org. Biomol. Chem., 2023, Accepted Manuscript
  
  DOI : 10.1039/D3OB01577G, PaperMaria Zelentsova, Irina V. Sandulenko, Asmik Ambartsumyan, Anastasia Danshina, Sergey K. Moiseev
  Defluorination of the readily available 21,21,21-trifluorothevinone (7) with Mg + Me3SiCl allows the preparation of 21,21-difluorothevinone (10) and 21-fluorothevinone (11), which can be used as the starting compounds for syntheses...
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