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Regioselective ortho-acetoxylation/methoxylation of N-(2-benzoylphenyl)benzamides via substrate directed C-H activation
Authors:BV Subba Reddy  G RevathiA Srinivas Reddy  JS Yadav
Institution:Discovery Laboratory, Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:A highly regioselective ortho-acetoxylation of N-(2-benzoylphenyl)benzamides has been achieved using a catalytic amount of Pd(OAc)2 (10 mol %) and a stoichiometric amount of PhI(OAc)2 in a mixture of acetic anhydride and acetic acid via C-H activation to produce the corresponding 2-acetoxybenzamides in good yields. ortho-Methoxylation has been accomplished using methanol under similar conditions.
Keywords:Pd(II) catalysis  Hypervalent iodine  Benzamide  ortho-Acetoxylation/methoxylation  Aromatic C-H activation
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