Electrochemical Synthesis of Polysubstituted Oxazoles from Ketones and Acetonitrile

被引：25

作者：

Bao, Liang ^{[1
]}

Liu, Chen ^{[1
]}

Li, Wenyi ^{[1
]}

Yu, Jiage ^{[1
]}

Wang, Min ^{[1
]}

Zhang, Yunfei ^{[1
]}

机构：

[1] China Agr Univ, Dept Chem, Beijing 100193, Peoples R China

来源：

ORGANIC LETTERS | 2022年

关键词：

SUBSTITUTED OXAZOLES; MEDIATED SYNTHESIS; ENAMIDES;

D O I：

10.1021/acs.orglett.2c02252

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we report an electrochemical strategy for the construction of polysubstituted oxazoles from easily available ketones and acetonitrile under room temperature. The method shows high efficiency, a broad substrate scope, and requires no external chemical oxidant. Mechanistic investigations suggest that the reaction proceeds through a Ritter-type reaction/oxidative cyclization using acetonitrile as the reactant and solvent. X-ray crystallographic analysis reveals that the reaction involves the attack of acetonitrile on the carbonyl carbon instead of the alpha-carbon.

引用

页码：5762 / 5766

页数：6

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