Tetrahedron

Oxidation of thiolesters: Some aspects of the chemistry of s-acylthiol s-oxides and related compounds

HJCD Neves, LDS Godinho

Index: Chaves das Neves,H.J.; Godinho,L.S. Tetrahedron, 1979 , vol. 35, p. 2053 - 2059

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Abstract

In the ozone oxidation of thiolesters in 1, 2-dichloroethane at room temperature, S-acylthiol S-oxides 3 are proposed as intermediates. The isolation of carboxylic acid anhydrides and dialkyl disulphides as the actual reaction products can be explained as resulting from the decomposition of the unstable. S-acyl S-acyloxysul-phonium salt 4 arising probably from the reaction of the intermediate S-acylthiol S-oxides with another mole of thiolester. However, ...