Oxidation of organosulfur compounds using iodosobenzene

Abstract

It was found that various thioacetals and thioketals readily reacted with iodosobenzene under mild conditions in methanol to afford the corresponding parent carbonyl compounds in excellent yiels. [Hydroxy(benzeneseleninyloxy)iodo] benzene($\underline{1}$) as a newtrivalent iodine oxidant was prepared and confirmed by its mp, $^1HNMR$, IR, and elemental analysis. Various sulfides were realted with this new oxident to give correponding sulfoxides without formation of sulfones. It was found that various o-nitrophenyl benzene-sulfonamides were prepared form the reaction of benzofuroxans and arylsulfinates under reflux in aqueous acetonitrile in good yields.