Disulphides sulphonic acid reduction

Routes of widest applicability involve nucleophilic displacement of halide or toluene-p-sulphonate, or disulphide cleavage, or the less widely used reduction of thione to thiol. 2-Benzamido-2-mercaptopropionic acid (1) has been prepared from 2-phenyl-4-methyloxazol-5(4/f)-one (2),... 

No evidence could be obtained for the formation of 2ff-benzo[i>]thiet or its valence tautomer by irradiation of 3/f-l, 2-benzodithiole l,l-dioxide. Naphtho-[l,8-6c]thiet (58) has been prepared and its 5-oxide, and S -dioxide, have been obtained by oxidation with m-chloroperoxybenzoic acid. All three compounds react with lithium aluminium hydride to give ring-opened products as the result of hydride attack on sulphur. After reduction and methylation, (58) gave the methyl sulphide (59), and the 5-oxide gave bis(a-naphthyl) disulphide (75%) together with (58) (6%) and the corresponding sulphone (4%), which was the major product (85%) from the 55-dioxide (Scheme 8). Thiets are believed to be... 

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