The oxidation of sulfides with a series of substituted benzylazobenzene a-hydroperoxides (2a-f) produced the corresponding sulfoxides in good yield (-90%) in C6Ds at 34" C. The reaction was found to be of the first order with respect to a-azohydroperoxide and to sulfide in aprotic medium. The reaction of BzSPh with acyclic a-azohydroperoxide 2a [MeOArCH (OOH) N= NPh] in C, & was found to be slower than the corresponding oxidation with 3- ...