Enantioselective Pd-catalyzed dearomative reductive Heck and domino Heck-Suzuki reactions of 2-CF-indoles.

Highly enantioselective palladium-catalyzed dearomative reductive Heck reaction and domino Heck-Suzuki reaction of 2-CF-indoles have been developed. Using Pd(OAc)/()-Synphos as the catalyst and EtSiH as a hydride source, a variety of indolines bearing a 2-trifluoromethyl quaternary stereocenter were obtained a dearomative reductive Heck reaction. Alternatively, using Pd(dba)/phosphoramidite as the catalyst and ArBNa as a coupling partner, structurally diverse indolines containing two vicinal carbon stereocenters were afforded through the domino dearomative Heck-Suzuki reaction.