4.8 Article

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

Journal

ORGANIC LETTERS
Volume 8, Issue 26, Pages 6031-6034

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol062514u

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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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