Palladium-catalyzed α-arylation of 2-chloroacetates and 2-chloroacetamides.

Gary A Molander, Kaitlin M Traister, Thiago Barcellos

Index: J. Org. Chem. 78(8) , 4123-31, (2013)

Full Text: HTML

Abstract

A method has been developed for the Pd-catalyzed synthesis of α-(hetero)aryl esters and amides through a Suzuki-Miyaura cross-coupling reaction. This method avoids the use of strong base, does not necessitate inert or low temperature formation of reagents, and does not require the use of a large excess of organometallic reagent. Utilization of organotrifluoroborate salts as nucleophilic partners allows a variety of functional groups and heterocyclic compounds to be tolerated.