Copper-Catalyzed Trifluoromethylation of Terminal Alkenes through Allylic C-H Bond Activation

被引：327

作者：

Xu, Jun ^{[1
,2
]}

Fu, Yao ^{[1
]}

Luo, Dong-Fen ^{[1
]}

Jiang, Yuan-Ye ^{[1
]}

Xiao, Bin ^{[2
]}

Liu, Zhao-Jing ^{[2
]}

Gong, Tian-Jun ^{[1
]}

Liu, Lei ^{[1
,2
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Joint Lab Green Synthet Chem, Hefei 230026, Peoples R China

[2] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 39期

关键词：

OXIDATIVE TRIFLUOROMETHYLATION; REDUCTIVE ELIMINATION; ROOM-TEMPERATURE; ORGANIC HALIDES; BORONIC ACIDS; SALT SYSTEM; AMINATION; AGENTS; ARYL; MECHANISM;

D O I：

10.1021/ja206330m

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unprecedented type of reaction for Cu-catalyzed trifluoromethylation of terminal alkenes is reported. This reaction represents a rare instance of catalytic trifluoromethylation through C(sp(3))-H activation. It also provides a mechanistically unique example of Cu-catalyzed allylic C-H activation/functionalization. Both experimental and theoretical analyses indicate that the trifluoromethylation may occur via a Heck-like four-membered-ring transition state.

引用

页码：15300 / 15303

页数：4

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