Regioselective ortho-acetoxylation/methoxylation of N-(2-benzoylphenyl) benzamides via substrate directed C–H activation

BVS Reddy, G Revathi, AS Reddy, JS Yadav

Index: Reddy, B.V. Subba; Revathi; Reddy, A. Srinivas; Yadav Tetrahedron Letters, 2011 , vol. 52, # 45 p. 5926 - 5929

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Citation Number: 12

Abstract

A highly regioselective ortho-acetoxylation of N-(2-benzoylphenyl) benzamides has been achieved using a catalytic amount of Pd (OAc) 2 (10mol%) 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.