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Copper-catalyzed amidation of allylic and benzylic C-H bonds.

Authors
  • Pelletier, Guillaume
  • Powell, David A
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Dec 21, 2006
Volume
8
Issue
26
Pages
6031–6034
Identifiers
PMID: 17165922
Source
Medline
License
Unknown

Abstract

[Structure: see text] A copper-catalyzed amidation of allylic and benzylic C-H bonds with both primary and secondary sulfonamides is described. The reaction is applicable to the coupling of a diverse set of hydrocarbon species with aryl, heteroaryl, and alkyl sulfonamides and is tolerant of a variety of functional groups. Mechanistic insight has been gained through the isolation of a benzylic acetate intermediate, which was demonstrated to undergo facile conversion to the substituted sulfonamide product under copper catalysis.

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