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

Zhenhua Liu, Peiqiu Liao and Xihe Bi*

*Department of Chemistry, Northeast Normal University, Changchun 130024, China, Email: bixh507nenu.edu.cn

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

DOI: 10.1021/ol501661k

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Abstract

A general silver-catalyzed hydroazidation of unactivated terminal alkynes with trimethylsilyl azide in the presence of water afforded the corresponding vinyl azides in good to excellent yields. This reaction has a broad substrate scope, good functional group tolerance, simple operation, and high reaction efficiency, thus providing an easy access to various functionalized vinyl azides.

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AgN₃-Catalyzed Hydroazidation of Terminal Alkynes and Mechanistic Studies

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: J54-Y2014