Synthesis of Precursors of gem-Difluorodiols and Amino Alcohols Using Electrochemical and Photochemical Reactions

Photo-initiated S-CF2 bond cleavage of electrochemically prepared 4-[difluoro(phenylthio)methyl]-1,3-dioxolanone and 4-[difluoro(phenylthio)methyl]-1,3-oxazolidinone in the presence of olefins provided the corresponding radical addition products, while the photolysis in the presence of aromatics and heteroaromatics ­provided radical substitution products in moderate yields.