Organic Chemistry Portal



A Transition-Metal-Free Synthesis of Arylcarboxyamides from Aryl Diazonium Salts and Isocyanides

Zhonghua Xia and Qiang Zhu*

*Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China, Email:

Z. Xia, Q. Zhu, Org. Lett., 2013, 15, 4110-4113.

DOI: 10.1021/ol4017244 (free Supporting Information)


A transition-metal-free carboxyamidation process, using aryl diazonium tetrafluoroborates and isocyanides under mild conditions, is initiated by a base and solvent induced aryl radical, followed by radical addition to isocyanide and single electron transfer (SET) oxidation. The reaction affords the corresponding arylcarboxyamide upon hydration of the nitrilium intermediate.

see article for more examples

Key Words


ID: J54-Y2013