Hydride reduction of o -(fluorosilyl)benzodifluorides for subsequent C-F transformations.

An efficient method for sequential C-F transformations of o -hydrosilyl-substituted benzotrifluorides is disclosed. A key to the success is hydride reduction of o -fluorosilyl-substituted difluoromethylenes prepared by a single C-F transformation of o -hydrosilyl-substituted benzotrifluorides. We succeeded in further C-F transformations via hydride abstraction of the resulting o -hydrosilyl group, enabling us to synthesize a wide variety of organofluorine compounds.