NHC-Catalyzed Radical Trifluoromethylation Enabled by Togni Reagent

被引：108

作者：

Zhang, Bei

Peng, Qiupeng

Guo, Donghui

Wang, Jian

机构：

[1] School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, Beijing

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 02期

基金：

中国国家自然科学基金;

关键词：

N-HETEROCYCLIC CARBENE; ELECTRON-TRANSFER PROPERTIES; DYNAMIC KINETIC RESOLUTION; ACTIVE ALDEHYDES; SUBSTITUENT CONSTANTS; BETA-HYDROXYLATION; FLUORINE; ENALS; ORGANOCATALYSIS; GENERATION;

D O I：

10.1021/acs.orglett.9b04203

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented carbene-catalyzed radical trifluoromethylation of olefins with aldehydes in the presence of Togni reagent was developed, thus providing the beta-trifluoromethyl-alpha-substituted ketones with a broad scope and moderate to high chemical yields. Notably, this process includes a single-electron-transfer process and utilizes the persistent N-heterocyclic-carbene-bound radical as a key intermediate to trigger the cascade radical cross-coupling.

引用

页码：443 / 447

页数：5

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