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

Guan-Wu Wang*, Ting-Ting Yuan and Xue-Liang Wu

*Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, Peoples Republic of China, Email:

G.-W. Wang, T.-T. Yuan, X.-L. Wu, J. Org. Chem., 2008, 73, 4717-4720.

DOI: 10.1021/jo8003088 (free Supporting Information)


Various anilides have been directly ortho-acetoxylated with acetic acid as the acetate source and K2S2O8 as the oxidant in the presence of Pd(OAc)2 as catalyst. The amide group is an elegant directing group to convert aromatic sp2 C-H bonds into C-O bonds.

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Key Words

phenols, esters, potassium peroxydisulfate

ID: J42-Y2008-1610