Nickel-Catalyzed C-S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters

被引:80
作者
Lee, Shao-Chi [1 ]
Liao, Hsuan-Hung [1 ]
Chatupheeraphat, Adisak [1 ]
Rueping, Magnus [1 ,2 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
[2] KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
关键词
aryl amides; aryl esters; decarbonylation; nickel catalysis; thioesters; TRANSITION-METAL-COMPLEXES; ARYL ESTERS; CARBOXYLIC-ACIDS; SULFUR; ACTIVATION; CARBON; BORYLATION; PALLADIUM; FUNCTIONALIZATION; SILYLATION;
D O I
10.1002/chem.201705842
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A nickel catalyzed cross-coupling protocol for the straightforward C-S bond formation has been developed. Various mercaptans and a wide range of ester and amide substrates bearing various substituents were tolerated in this process which afforded products in good to excellent yields. Furthermore, an intramolecular protocol for the synthesis of thioethers starting from thioesters has been developed. The utility of this protocol has been demonstrated in a new synthetic protocol of benzothiophene.
引用
收藏
页码:3608 / 3612
页数:5
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