[[difluoro(triMethylsilyl)Methyl]thio]-Benzene

Properties

Safety Information

Description

Organofluorine compounds have received remarkable interest in recent years due to their wide-ranging biological effects. The development of general synthetic routes to such compounds and the use of new fluorinated compounds as building blocks are of great importance. Of particular interest is the selective incorporation of the gem-difluoromethylene group ‘CF2’ into organic molecules. The report on the synthesis of PhSCF2SiMe3 was published in 2003 by Prakash et al., and the reagent has become one of the most versatile and efficient nucleophilic (phenylthio)difluoromethylating reagents.
When excess potassium t-butoxide was used as a promoter, PhSCF2SiMe3 reacted with diphenyl disulfide to give the corresponding dithioacetal in 85% yield (eq 8).