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无过渡金属条件下由芳基重氮盐和异氰化物合成芳基甲酰胺。

A transition-metal-free synthesis of arylcarboxyamides from aryl diazonium salts and isocyanides.

机构信息

Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China.

出版信息

Org Lett. 2013 Aug 16;15(16):4110-3. doi: 10.1021/ol4017244. Epub 2013 Aug 6.

DOI:10.1021/ol4017244
PMID:23919834
Abstract

A transition-metal-free carboxyamidation process, using aryl diazonium tetrafluoroborates and isocyanides under mild conditions, has been developed. This novel conversion was initiated by a base and solvent induced aryl radical, followed by radical addition to isocyanide and single electron transfer (SET) oxidation, affording the corresponding arylcarboxyamide upon hydration of the nitrilium intermediate.

摘要

发展了一种在温和条件下无需过渡金属的芳基重氮四氟硼酸盐与异氰化物的羧酰胺化方法。该转化由碱和溶剂诱导的芳基自由基引发，接着自由基加成到异氰化物上，并发生单电子转移（SET）氧化，氰基鎓中间体水合后得到相应的芳基羧酰胺。

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