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. 2008 Jun 20;73(12):4717-20.
doi: 10.1021/jo8003088. Epub 2008 May 17.

Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activation

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Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activation

Guan-Wu Wang et al. J Org Chem. .

Abstract

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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