4.7 Article

Direct ortho-acetoxylation of anilides via palladium-catalyzed sp2 C-H bond oxidative activation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 12, Pages 4717-4720

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo8003088

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Various anilides have been directly ortho-acetoxylated through a Pd(OAC)(2)-catalyzed C-H bond activation process. The amide group in anilides was found to functionalize as an elegant directing group to convert aromatic sp(2) C-H bonds into C-O bonds in high regioselectivity with acetic acid as the acetate source and K(2)S(2)O(8) as the oxidant.

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