meta-Selective thiofluoroalkylation of substituted pyridines via Zincke imines†

Abstract

Zincke imines enable the regioselective thiofluoroalkylation of substituted pyridines, providing access to thioalkylated pyridines bearing a range of fluorination patterns. Crucial to the success of this strategy was the use of saccharine-derived thiofluoroalkylating reagents, which, upon reaction with TMSCl, generate electrophilic sulfenyl chlorides.