Electrochemical Synthesis of Polysubstituted Oxazoles from Ketones and Acetonitrile,Organic Letters

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Electrochemical Synthesis of Polysubstituted Oxazoles from Ketones and Acetonitrile
Organic Letters ( IF 4.9 ) Pub Date : 2022-07-31 , DOI: 10.1021/acs.orglett.2c02252
Liang Bao ₁ , Chen Liu ₁ , Wenyi Li ₁ , Jiage Yu ₁ , Min Wang ₁ , Yunfei Zhang ₁

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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.

中文翻译：

酮和乙腈电化学合成多取代恶唑

在这里，我们报告了一种电化学策略，用于在室温下由容易获得的酮和乙腈构建多取代的恶唑。该方法效率高，底物范围广，不需要外部化学氧化剂。机理研究表明，该反应通过使用乙腈作为反应物和溶剂的 Ritter 型反应/氧化环化进行。X 射线晶体学分析表明，该反应涉及乙腈攻击羰基碳而不是 α-碳。

更新日期：2022-07-31

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