Synthesis of Exocyclic Trisubstituted Alkenes via Nickel-Catalyzed Kumada-Type Cross-Coupling Reaction of gem-Difluoroalkenes with Di-Grignard Reagents

被引：29

作者：

Dai, Wenpeng ^{[1
]}

Zhang, Xuxue ^{[1
]}

Zhang, Juan ^{[1
]}

Lin, Yingyin ^{[1
]}

Cao, Song ^{[1
]}

机构：

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

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 02期

基金：

中国国家自然科学基金;

关键词：

cyclization; fluorine; gem-difluoroalkenes; Grignard reaction; nickel; C-F BOND; ADDITION-ELIMINATION REACTIONS; CARBONYL-COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; EXCHANGE-REACTION; CYCLIZATION; ACTIVATION; COPPER; HALIDES; DERIVATIVES;

D O I：

10.1002/adsc.201500889

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A practical, nickel-catalyzed Kumada-type double cross-coupling reaction of gem-difluoroalkenes with 1,4- or 1,5-di-Grignard reagents was developed. The reaction proceeded efficiently at room temperature and a variety of cyclization products, arylmethylenecyclopentanes and arylmethylenecyclohexanes, were obtained in high to excellent yields, respectively.

引用

页码：183 / 187

页数：5

共 78 条

[1] Functionalization of Fluorinated Molecules by Transition-Metal-Mediated C-F Bond Activation To Access Fluorinated Building Blocks [J].