Palladium-catalyzed cascade synthesis of spirocyclic oxindoles via regioselective C2-H arylation and C8-H alkylation of naphthalene ring

A regioselective C2-H arylation and C8-H alkylation of naphthalene ring for synthesizing spirocyclic oxindoles has been achieved by palladium-catalyzed domino reaction. [Display omitted] A simultaneous C2-H arylation and C8-H alkylation of naphthalene ring has been achieved by palladium-catalyzed cascade reaction of N-(2-halophenyl)-2-(naphthalen-1-yl)acrylamides with aryl iodides, which provides an efficient method for synthesizing various aryl-substituted spirocyclic oxindoles. The protocol enables three CC bonds formation via an intramolecular Heck reaction and sequentially regioselective CH bond activation.