ANODIC OXIDATION OF DIALKYL AND DIARYL DITHIOACETALS

Article abstract of DOI:10.1016/S0040-4020(01)92089-7

The mechanism of the anodic oxidation of dithioacetals is discussed, taking into account new results concerning both mixed electrolyses and oxidations in super-dried solvents.In the case of the oxidation of aryldithioacetals, the formation of the -S-S- linkage is involved with a bond cleavage followed by a dimerisation.On the other hand, in the case of aliphatic starting materials the mechanism looks more consistent with the existence of a dicationic intermediate which is scavenged by nucleophiles.