Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides

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

Research output: Contribution to journalArticle

220 Citations (Scopus)

Abstract

(Chemical Equation Presented) 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.

Original languageEnglish
Pages (from-to)3154-3157
Number of pages4
JournalAngewandte Chemie - International Edition
Volume45
Issue number19
DOIs
Publication statusPublished - 5 May 2006
Externally publishedYes

Fingerprint

Azides
Amides
Copper
Alkynes
Hydration

Keywords

  • Alkynes
  • Azides
  • Copper
  • Oxidation
  • Synthetic methods

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides. / Cassidy, Michael P.; Raushel, Jessica; Fokin, Valery V.

In: Angewandte Chemie - International Edition, Vol. 45, No. 19, 05.05.2006, p. 3154-3157.

Research output: Contribution to journalArticle

Cassidy, Michael P. ; Raushel, Jessica ; Fokin, Valery V. / Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides. In: Angewandte Chemie - International Edition. 2006 ; Vol. 45, No. 19. pp. 3154-3157.
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