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可见光促进重氮乙酸酯和腈生成被苯并三唑和羧酸捕获的腈鎓离子。

Visible Light-Promoted Diazoacetates and Nitriles Generating Nitrilium Ions Trapped by Benzotriazoles and Carboxylic Acids.

作者信息

Zhu Keyong, Cao Mengting, Zhao Guanzhen, Zhao Jingjing, Li Pan

机构信息

College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, P. R. China.

出版信息

Org Lett. 2022 Aug 12;24(31):5855-5859. doi: 10.1021/acs.orglett.2c02426. Epub 2022 Aug 2.

Abstract

A visible light-promoted generation of nitrilium ions from diazoacetates and nitriles has been developed. The reaction utilized visible light transformation of diazoacetates to the free carbene that could be trapped by nitriles to generate nitrilium ions, followed by nucleophilic attack on the benzotriazoles and carboxylic acids. This protocol provides an efficient and practical approach to -imidoylbenzotriazoles and diacylglycine esters in good to excellent yields.

摘要

已开发出一种可见光促进的由重氮乙酸酯和腈生成亚胺离子的方法。该反应利用重氮乙酸酯向游离卡宾的可见光转化,游离卡宾可被腈捕获以生成亚胺离子,随后对苯并三唑和羧酸进行亲核进攻。该方法为合成亚胺基苯并三唑和二酰基甘氨酸酯提供了一种高效且实用的途径,产率良好至优异。

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