Remote Regioselective Radical C-H Functionalization of Unactivated C-H Bonds in Amides: The Synthesis of gem-Difluoroalkenes

被引：37

作者：

Hu, Qu-Ping ^{[1
]}

Cheng, Jing ^{[1
]}

Wang, Ying ^{[1
]}

Shi, Jie ^{[1
]}

Wang, Bi-Qin ^{[1
]}

Hu, Ping ^{[1
]}

Zhao, Ke-Qing ^{[1
]}

Pan, Fei ^{[1
]}

机构：

[1] Sichuan Normal Univ, Coll Chem & Mat Sci, Chengdu 610068, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 11期

基金：

中国国家自然科学基金;

关键词：

ALKYLATION; GENERATION;

D O I：

10.1021/acs.orglett.1c01385

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The site-selective functionalization of unactivated aliphatic amines is an attractive and challenging synthetic approach. We herein report a general strategy for the remote site-selective functionalization of unactivated C(sp(3))-H bonds in amides by photogenerated amidyl radicals to form gem-difluoroalkenes with trifluoromethyl-substituted alkenes. The site selectivity is controlled by a 1,5-hydrogen atom transfer (HAT) process of the amide. This photocatalyzed transformation shows both chemo- and site-selectivity, facilitating the formation of a secondary, tertiary, or quaternary carbon center.

引用

页码：4457 / 4462

页数：6

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