Sulphoxides Disulphoxides

Thiosulphinates are derivatives of disulphides with one of the sulphur atoms at the sulphoxide oxidation level. In theory, oxidation of a thiosulphinate could produce two products, a disulphoxide and a thiosulphonate (equation 79). Discussions of this topic have been very polarised over the years but now it is fairly well established that the thiosulphonate is the major product formed in most cases, although the intermediacy of a a-disulphoxides is indicated from some data. 

Sulphonylthioureas, mass spectra of 158 Sulphoxides - see also Alkoxysulphoxides, Aminosulphoxides, -Anilinosulphoxides, Cyanosulphoxides, a, /i-Dihalosulphoxides, Disulphoxides, Enaminosulphoxides, Episulphoxides, Epoxysulphoxides, Halosulphoxides, Hydroxysulphoxides, /i-Iminosulphoxides, Ketosulphoxides, a-Lithiosulphoxides, /i-Oximinosulphoxides, Persulphoxides, a-Thioamidosulphoxides addition reaction of 619-623, 836-845 aliphatic - see Aliphatic sulphoxides alkenyl - see Alkenyl sulphoxides alkyl aryl - see Alkyl aryl sulphoxides /(-alkylthio(arylthio)ethyl - see /J-Alkylthio(arylthio)ethyl sulphoxides... 

Full details for the preparation of 1,3-dithian have been published. The anion of methylthiomethyl sulphoxide functions as a new formyl anion equivalent (Scheme 73) acid-catalysed hydrolysis is very rapid, perhaps explaining the low yields observed in the attempted oxidation of some thioacetals to disulphoxides. ... 

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