Sterically Controlled Cu-Catalyzed or Transition-Metal-Free Cross-Coupling of gem-Difluoroalkenes with Tertiary, Secondary, and Primary Alkyl Grignard Reagents

被引：116

作者：

Dai, Wenpeng ^{[1
]}

Shi, Hongyan ^{[1
]}

Zhao, Xianghu ^{[1
]}

Cao, Song ^{[1
]}

机构：

[1] East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 17期

基金：

中国国家自然科学基金;

关键词：

F BOND ACTIVATION; ALKENYL HALIDES; COPPER; FLUORIDES; TOSYLATES; COMPLEXES; ACCESS; ARENES;

D O I：

10.1021/acs.orglett.6b02026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A robust copper-catalyzed or transition-metal-free cross-coupling of gem-difluoroalkenes with tertiary, secondary, and primary alkyl Grignard reagents has been developed. Remarkably, the tertiary and secondary alkylation of gem-difluoroalkenes proceeded very smoothly in the presence of 2S mol % of CuCN or under transition-metal-free conditions, affording the tertiary and secondary alkyl-substituted fluoroalkenes in good to excellent yields with excellent Z stereoselectivity.

引用

页码：4284 / 4287

页数：4

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