Chlorinolyses of Alkyl (or Aryl) Phthalimidomethyl Sulfoxides with Sulfuryl Chloride, Chlorine and Thionyl Chloride

Abstract

Cleavage of the carbon-sulfur bond of sulfoxide was effected, when a phthalimidomethyl moiety is linked to the sulfur of sulfoxide, by the action of sulfuryl chloride, molecular chlorine or thionyl chloride, affording an organic sulfinyl chloride or sulfenyl chloride. In the presence of alcohol, chlorine also gave the sulfonyl chloride. The preparation of organic sulfinyl chlorides was extensively examined to investigate the generality of these reactions.