Highly selective anodic monofluorination of 4-arylthio-1,3-dioxolan-2-ones: a marked solvent effect on product selectivity

Abstract

This is the first example of a solvent effect on fluorinated product selectivity; anodic fluorination of 4-arylthio-1,3-dioxolan-2-ones in CH2Cl2 containing a fluoride supporting electrolyte using an undivided cell provided the fluorodesulfurization product, 4-fluoro-1,3-dioxolan-2-one preferentially while anodic fluorination in DME resulted in α-fluorination, without desulfurization, selectively.