Single C-F Transformations of o-Hydrosilyl Benzotrifluorides with Trityl Compounds as All-in-One Reagents

A facile method to prepare difluoromethylenes, including alpha,alpha-difluorobenzyl chlorides, by single C-F transformations of benzotrifluorides is disclosed. The C-F cleavage followed by chlorination proceeded smoothly using trityl chloride through the generation of trityl cation as an activator and chloride anion as a nucleophile. Diverse difluoromethylenes such as difluorobenzyl ethers were efficiently prepared by virtue of the good versatility of the resulting chloro and fluorosilyl groups.