Mechanisms in the chlorinolysis of sulfinyl chlorides

Abstract

The successful synthesis and chlorinolysis of α-mercaptodimefhyl sulfone have provided additional support for our contention that Pummerer rearrangements may occur during the chlorinolyses of α-sulfonyl sulfinyl chlorides. Further exploration of chlorinolyses of α-sulfonyl systems has uncovered the first observations of CS bond cleavage during the chlorinolyses of (i) a sulfinyl chloride and (ii) a sulfinate ester.