Electrochemical Synthesis of Polysubstituted Oxazoles from Ketones and Acetonitrile.
Liang BaoChen LiuWenyi LiJiage YuMin WangYunfei ZhangPublished in: Organic letters (2022)
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 α-carbon.