Palladium-catalyzed synthesis of diarylmethanes: exploitation of carbanionic leaving groups.
A novel route to the synthesis of diarylmethanes via a Pd-catalyzed alpha-arylation of benzyl ketones is reported. By harnessing the inherent reactivity of enolates, it is possible to circumvent the need for a transmetalating reagent such as boron for the coupling. Additionally, the two phenyl rings of the intermediate are exploited to stabilize the high-energy carbanionic leaving group in a straightforward synthesis.
Schmink
Jason R
JR
Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, Connecticut 06269-3060, USA.
Leadbeater
Nicholas E
NE