Synthesis of gem-Difluoroalkenes via Zn-Mediated Decarboxylative/Defluorinative Cross-Coupling

被引：36

作者：

Du, Hai-Wu ^{[1
]}

Chen, Yang ^{[1
]}

Sun, Jing ^{[1
]}

Gao, Qi-Sheng ^{[1
]}

Wang, He ^{[1
]}

Zhou, Ming-Dong ^{[1
]}

机构：

[1] Liaoning Shihua Univ, Sch Chem & Mat Sci, Fushun 113001, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 23期

基金：

中国国家自然科学基金;

关键词：

F BOND ACTIVATION; C-F; DEFLUORINATIVE ALKYLATION; BIOLOGICAL-ACTIVITY; CARBOXYLIC-ACIDS; FLUORINE; ALKENES; MONOFLUOROALKENES; PROGRESS; ESTERS;

D O I：

10.1021/acs.orglett.0c03554

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and mild Zn-mediated decarboxylative/defluorinative alkylation of alpha-trifluoromethyl alkenes using N-hydroxyphthahmide esters as radical precursors was developed. Several a-trifluoromethyl alkenes were readily coupled to a wide range of primary, secondary, and tertiary radicals, affording the desired gem-difluoroethylenes in moderate to excellent yields. This reaction protocol was also successfully applied to the construction of complex molecules such as the bioactive natural dehydroabietic acid and glycosyl groups bearing the gem-difluoroethylene moiety.

引用

页码：9342 / 9345

页数：4

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