Oxidative halogenation of sulfur compounds sulfonyl chlorides

Oxidative halogenation of sulfur compounds sulfonyl chlorides 

Various organic compounds of bivalent sulfur, such as sulfides, disulfides, xanthates, and thiouronium salts, can be converted into sulfonyl chlorides by chlorine. Haloalkanesulfonyl chlorides are obtained from cyclic sulfides in this way, for example, l-chloro-2-propanesulfonyl chloride from methyl-thiirane.615 

Higher -chlorinated sulfonyl chlorides616 can be prepared in good yield by saturating aldehydes with hydrogen sulfide and treating the product with chlorine in the presence of water. 

Lee and Dougherty617 have reported the oxidative chlorination of dialkyl and bis(arylalkyl) sulfides. 

Barnard, L. Bateman, and J. I. Cunneen in N. Kharasch, Organic Sulfur Compounds, Pergamon Press, Oxford-London-New York-Paris, 1961, Vol. 1, p. 229. 

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