Chelation-assisted palladium-catalyzed acyloxylation of benzyl sp3 C-H bonds using PhI(OAc)2 as oxidant

A chelation-assisted palladium-catalyzed acyloxylation of the sp(3) C-H bond of benzyl by carboxylic acid is described, which employs PhI(OAc)(2) as a stoichiometric oxidant. The procedure tolerates a series of functional groups, such as methoxyl, chloro, bromo, iodo, vinyl, formyl, phenolic hydroxyl, nitro, and cyano groups, providing the acyloxylation products in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.