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One-Pot Synthesis of Polysubstituted Imidazoles via Sequential Staudinger/aza-Wittig/Ag(I)-Catalyzed Cyclization/Isomerization

Jun Xiong, Xiao Wei, Zi-Ming Liu and Ming-Wu Ding*

*Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079, P. R. China, Email: mwdingmail.ccnu.edu.cn

J. Xiong, X. Wei, Z.-M. Liu, M.-W. Ding, J. Org. Chem., 2017, 82, 13735-13739.

DOI: 10.1021/acs.joc.7b02606 (free Supporting Information)


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Abstract

A sequential Staudinger/aza-Wittig/Ag(I)-catalyzed cyclization/isomerization reaction of easily accessible propargylazide derivatives with triphenylphosphine, isocyanates, and amines provided fully substituted imidazoles in good overall yields.


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proposed mechanism



Key Words

imidazoles, Staudinger reaction


ID: J42-Y2017