Thiosulfonic acids, esters

Sulfenyl chlorides react with zincalkyl (or -aryl) sulfinates and also with sodium benzene sulfinate to yield the corresponding esters of thiosulfonic acid 13, 111, 161) ... 

Acid chlorides undergo ptutial reduction by Zn and the in situ capture forms enol esters, whereas sulfonyl chlorides give thiosulfonic 5 -esters when they are treated with Zn in EtOAc. The presence of AcCl is critical. 

S-Alkylthiosulfates S-Arylthiosulfates Sulfinylsulfones Thiosulfuric acids and esters Thiosulfonic acids 5... 

Oxidation to thiosulfinic esters is best effected by an equivalent amount of perbenzoic acid or peracetic acid in chloroform,594 and the preparation of thiosulfonic esters by a slight excess of hydrogen peroxide in acetic acid or by chlorine in the presence of glacial acetic acid with subsequent treatment by water.595-597... 

The preparation of sulfinic acids by fission of the S-S bond of thiosulfonic salts or esters is useful when other methods are excluded by the presence of sensitive substituents. Arenethiosulfonic acid salts, which are formed from arenesulfonyl chlorides and alkali sulfides ... 

Alkyl thiosulfonate esters apparently undergo nucleophilic attack by phosphite on sulfur rather than on carbon, forming 0,0,8-trialkylphos-phorothioates and alkyl esters of sulfinic acids (223,227). 

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