AgN₃-Catalyzed Hydroazidation of Terminal Alkynes and Mechanistic Studies

Shanshan Cao, Qinghe Ji, Huaizhi Li, Maolin Pang*, Haiyan Yuan, Jingping Zhang* and Xihe Bi*

*Chinese Academy of Sciences, Changchun 130022; Northeast Normal University, Changchun 130024, China, Email: mlpangciac.ac.cn, jpzhangnenu.edu.cn, bixh507nenu.edu.cn

S. Cao, Q. Ji, H. Li, M. Pang, H. Yuan, J. Zhang, X. Bi, J. Am. Chem. Soc., 2020, 142, 7083-7091.

DOI: 10.1021/jacs.0c00836

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Abstract

A AgN₃-catalyzed hydroazidation of terminal alkynes provides vinyl azides in good yields. AgN₃ proved to be a highly robust catalyst, as the loading of AgN₃ could be as low as 5 mol %.

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proposed concerted addition

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General Silver-Catalyzed Hydroazidation of Terminal Alkynes by Combining TMS-N₃ and H₂O: Synthesis of Vinyl Azides

Z. Liu, P. Liao, X. Bi, Org. Lett., 2014, 16, 3668-3671.

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Key Words

vinyl azides

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ID: J48-Y2020