Palladium-catalyzed benzylic arylation of N-benzylxanthone imine

Org Lett. 2008 Oct 16;10(20):4689-91. doi: 10.1021/ol802070d. Epub 2008 Sep 23.

Abstract

The direct benzylic arylation of N-benzylxanthone imine with aryl chloride proceeds under palladium catalysis, yielding the corresponding coupling product. The product is readily transformed to benzhydrylamine. Taking into consideration that the imine is readily available from benzylic amine, the overall transformation represents a formal cross-coupling reaction of aryl halide with alpha-aminobenzyl metal.