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
收藏
页码：443 / 447
页数：5
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