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Gold-Catalyzed Formal [3 + 2] Cycloaddition of Ynamides with 4,5-Dihydro-1,2,4-oxadiazoles: Synthesis of Functionalized 4-Aminoimidazoles

Wei Xu, Gaonan Wang, Ning Sun and Yuanhong Liu*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People’s Republic of China, Email: yhliusioc.ac.cn

W. Xu, G. Wang, N. Sun, Y. Liu, Org. Lett., 2017, 19, 3307-3310.

DOI: 10.1021/acs.orglett.7b01469 (free Supporting Information)



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Abstract

A gold-catalyzed formal [3 + 2] cycloaddition of ynamides with 4,5-dihydro-1,2,4-oxadiazoles provides a concise and regioselective access to highly functionalized 4-aminoimidazoles likely via the formation of an α-imino gold carbene intermediate followed by cyclization.


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Key Words

imidazoles


ID: J54-Y2017