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

Abstract

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.