Electrolytic partial fluorination of organic compounds. Part 43: Highly regioselective anodic mono- and difluorination of propargyl sulfides and preparation of α-fluoroallenyl sulfides

The anodic fluorination of aryl propargyl sulfides in DME containing a fluoride supporting electrolyte using an undivided cell provided the corresponding α-mono- and α,α-difluorinated sulfides selectively, depending on the amount of electricity passed. The α-monofluorinated sulfides were readily converted into the corresponding α-fluoroallenyl sulfides in good to moderate yields.