Tetrahedron

Benzylic C–H activation and C–O bond formation via aryl to benzylic 1, 4-palladium migrations

T Kesharwani, RC Larock

Index: Kesharwani, Tanay; Larock, Richard C. Tetrahedron, 2008 , vol. 64, # 26 p. 6090 - 6102

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Citation Number: 31

Abstract

A procedure for benzylic C–H activation has been developed using a palladium 1, 4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space'migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium- ...