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Practical Synthesis of Amides from In Situ Generated Copper( I ) Acetylides and Sulfonyl Azides

2006; Wiley; Volume: 45; Issue: 19 Linguagem: Inglês

10.1002/anie.200503805

1521-3773

Michael P. Cassidy, Jessica Raushel, Valery V. Fokin,

Synthesis and Catalytic Reactions

A direct, simple, and efficient route from terminal alkynes to amides is achieved by their copper(I)-catalyzed reaction with sulfonyl azides (see scheme). The reaction proceeds with the in situ generation of copper(I) acetylides and represents a one-step formal oxidative hydration of a triple bond. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2006/z503805_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.