General Synthesis of Tri-Carbo-Substituted N²-Aryl-1,2,3-triazoles via Cu-Catalyzed Annulation of Azirines with Aryldiazonium Salts

Fang-Fang Feng, Jun-Kuan Li, Xuan-Yu Liu, Fa-Guang Zhang, Chi Wai Cheung* and Jun-An Ma*

*Department of Chemistry, Tianjin University, Tianjin 300072, P. R. of China, Email: zhiwei.zhangtju.edu.cn, majun_an68tju.edu.cn

F.-F. Feng, J.-K. Li, X.-Y. Liu, F.-G. Zhang, C. W. Cheung, J.-A. Ma, J. Org. Chem., 2020, 85, 10872-10883.

DOI: 10.1021/acs.joc.0c01433

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Abstract

A Cu-catalyzed annulation reaction of azirines and aryldiazonium salts provides fully substituted N²-aryl-1,2,3-triazoles. This regiospecific method allows access to a broad spectrum of products substituted with diverse aryl and alkyl moieties.

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proposed mechanism

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Key Words

2H-1,2,3-triazoles

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ID: J42-Y2020