The Journal of Organic Chemistry

Oxidation of Sulfur-Containing Compounds with HOF⊙ CH3CN

S Rozen, Y Bareket

Index: Rozen, Shlomo; Bareket, Yifat Journal of Organic Chemistry, 1997 , vol. 62, # 5 p. 1457 - 1462

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Citation Number: 90

Abstract

The HOF⊙ CH3CN complex, easily prepared by passing F2 through aqueous acetonitrile, is an exceptionally efficient oxygen transfer agent. All types of sulfides have been oxidized to sulfones in excellent yields, in a few minutes at room temperature. The reaction proceeds through the formation of sulfoxides which at low temperatures of around-75° C could be isolated in good yields. It was demonstrated through a reaction with thianthrene 5-oxide ( ...