Journal of Organic Chemistry
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#1Mahendra A. Wagh (National Chemical Laboratory)
#2Rahul Maity (IISc: Indian Institute of Science)H-Index: 7
Last. Gangadhar J. Sanjayan (National Chemical Laboratory)
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This note reports the synthesis and peptide formation of a novel triple G-C-T nucleobase amino acid (NBA) building block featuring three recognition faces: DDA (G mimic), DAA (C mimic), and ADA (T mimic). Readily obtainable in multigram scale in a remarkably easy one-step reaction, this unique NBA building block offers scope for wide ranging applications for nucleic acid recognition and nucleic acid peptide/protein interaction studies.
#1Jayanta Ghorai (Indian Institute of Technology Madras)H-Index: 6
#2Kuppan Ramachandran (Indian Institute of Technology Madras)H-Index: 2
Last. Pazhamalai Anbarasan (Indian Institute of Technology Madras)H-Index: 26
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A general and efficient rhodium-catalyzed redox-neutral annulation of N-acetoxyacetanilides, readily accessible from nitroarenes, with alkynes has been accomplished for the synthesis of substituted indole derivatives. A wide range of substituted 2,3-diarylindoles were achieved from various substituted N-acetoxyacetanilides and symmetrical/unsymmetrical alkynes in good to excellent yields. The developed method was successfully integrated with the synthesis of N-acetoxyacetanilides for the efficie...
#1Jian Huang (Jiangxi Normal University)H-Index: 1
#2Wei Chen (Jiangxi Normal University)H-Index: 1
Last. Yiyuan Peng (Jiangxi Normal University)H-Index: 27
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A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of α-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted o...
#1Fengjuan Chen (SCUT: South China University of Technology)H-Index: 2
#2Xiang Huang (SCUT: South China University of Technology)
Last. Wei Zeng (SCUT: South China University of Technology)H-Index: 28
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A novel visible-light-induced coupling-cyclization of ortho-alkynylaryl vinylethers with arylsulfonyl azides has been described. This transformation provided a concise approach to access C3-exocyclic C═C bond/C2-alkylsulfone-tethered benzofurans via a solvent-leveraged carbosulfonylation and [2 + 2 + 3] cyclization. Primary mechanistic studies demonstrated that THF belongs to a crucial H atom source.
#1Qinqin Xia (WMU: Wenzhou Medical College)
#2Shicheng Shi (RU: Rutgers University)H-Index: 19
Last. Michal Szostak (RU: Rutgers University)H-Index: 62
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We report the synthesis, characterization, and reactivity of [(NHC)PdCl2(aniline)] complexes. These well-defined, air- and moisture-stable catalysts are highly active in the Suzuki-Miyaura cross-coupling of amides by N-C(O) activation as well as in the Suzuki-Miyaura cross-coupling of esters, aryl chlorides, and Buchwald-Hartwig amination. Most crucially, this study introduces broadly available anilines as stabilizing ligands for well-defined Pd(II)-NHC catalysts. The availability of various ani...
#1Hehuan Xu (Henan Normal University)H-Index: 1
#2Jiayu Liu (Henan Normal University)
Last. Zhiyong Jiang (Henan University)H-Index: 32
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An electrochemical hydropyridylation of thioester-activated alkenes with 4-cyanopyridines has been developed. The reactions experience a tandem electroreduction of both substrates on the cathode surface, protonation, and radical cross-coupling process, resulting in a variety of valuable pyridine variants, which contain a tertiary and even a quaternary carbon at the α-position of pyridines, in high yields. The employment of thioesters to the conjugated alkenes enables no requirement of catalyst a...
#1Lidong Shan (THU: Tsinghua University)H-Index: 2
#2Hongchen Li (THU: Tsinghua University)
Last. Yuefei Hu (THU: Tsinghua University)H-Index: 22
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An efficient method for the synthesis of 6-alkynyl phenanthridines was developed. The method offered the first example to use 2-propynamides as substrates in the Bischler-Napieralski reaction and to create alkynylnitrilium triflates as new active intermediates in organic synthesis.
#1Sebastian Ye (ANU: Australian National University)H-Index: 1
#2Martin G. Banwell (ANU: Australian National University)H-Index: 33
The enantiomerically pure, bromobenzene-derived metabolite 5 has been transformed into enone 20 using a reaction sequence involving Suzuki-Miyaura cross-coupling and Eschenmoser-Claisen rearrangement processes. Treatment of compound 20 with lithium hydroxide results in an acetonide fragmentation reaction that delivers the 4,4-disubstituted cyclohexa-2,5-dienone 21, reductive de-oxygenation of which leads to congener 22. A closely related sequence of reactions can be used to convert the same homo...
#1Liqun Yang (SJTU: Shanghai Jiao Tong University)H-Index: 1
#2Jingyang Wang (SJTU: Shanghai Jiao Tong University)
Last. Xiaomin Xie (SJTU: Shanghai Jiao Tong University)H-Index: 16
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We report a highly efficient and selective catalytic system, ABNO (9-azabicyclo-[3.3.1]nonane N-oxyl)/HNO3, for the aerobic oxidation of substituted furans to cis-2-ene-1,4-diones under mild reaction conditions using oxygen as the oxidant. The catalyst system is amenable to various substituted (mon-, di-, and tri-) furans and tolerates diverse functional groups, including cyano, nitro, naphthyl, ketone, ester, heterocycle, and even formyl groups. Based on the control and 18O-labeling experiments...
#1Ruby Krueger (WashU: Washington University in St. Louis)
#2Kevin D. Moeller (WashU: Washington University in St. Louis)H-Index: 39
Synthetic organic chemists are beginning to exploit electrochemical methods in increasingly creative ways. This is leading to a surge in productivity that is only now starting to take advantage of the full-potential of electrochemistry for accessing new structures in novel, more efficient ways. In this perspective, we provide insight into the potential of electrochemistry as a synthetic tool gained through studies of both direct anodic oxidation reactions and more recent indirect methods, and hi...
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