The Journal of organic chemistry

Direct Ortho-Acetoxylation of Anilides via Palladium-Catalyzed sp2 C− H Bond Oxidative Activation

GW Wang, TT Yuan, XL Wu

Index: Wang, Guan-Wu; Yuan, Ting-Ting; Wu, Xue-Liang Journal of Organic Chemistry, 2008 , vol. 73, # 12 p. 4717 - 4720

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Citation Number: 153

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 sp2 C− H bonds into C− O bonds in high regioselectivity with acetic acid as the acetate source and K2S2O8 as the oxidant.