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Practical Synthesis of Amides from In Situ Generated Copper( I ) Acetylides and Sulfonyl Azides
Author(s) -
Cassidy Michael P.,
Raushel Jessica,
Fokin Valery V.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200503805
Subject(s) - chemistry , sulfonyl , copper , triple bond , alkyne , in situ , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , double bond , alkyl
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.