N-Heterocyclic carbene-catalyzed stereoselective construction of olefinic carbon-sulfur bonds via cross-coupling reaction of gem-difluoroalkenes and thiols

被引：43
作者：
Cong, Zi-Song [1 ]
Li, Yang-Guo [1 ]
Chen, Lei [1 ]
Xing, Fen [1 ]
Du, Guang-Fen [1 ,2 ]
Gu, Cheng-Zhi [1 ,3 ]
He, Lin [1 ,3 ]
机构：
[1] Shihezi Univ, Sch Chem & Chem Engn, Shihezi 832000, Xinjiang Uygur, Peoples R China
[2] Lab Mat Oriented Chem Engn Xinjiang Uygur Autonom, Shihezi, Peoples R China
[3] Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 18期
基金：
中国国家自然科学基金;
关键词：
HIGHLY ENANTIOSELECTIVE SYNTHESIS; DYNAMIC KINETIC RESOLUTION; INTERMOLECULAR STETTER REACTION; INTRAMOLECULAR BENZOIN REACTION; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITIONS; TRANSESTERIFICATION/ACYLATION REACTIONS; ALPHA; BETA-UNSATURATED ALDEHYDES; 1,3-DICARBONYL COMPOUNDS; GAMMA-BUTYROLACTONES;
D O I：
10.1039/c7ob00599g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel organocatalytic olefinic carbon-sulfur bond forming reaction was developed. Under the catalysis of 10 mol% stable N-heterocyclic carbene, thiols undergo direct nucleophilic substitution reaction with gem-difluoroalkenes to produce alpha-fluorovinyl thioethers in high yields with excellent Z-selectivity. In this process, bases are not necessary.
引用
收藏
页码：3863 / 3868
页数：6
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