The reductive acylation of organic disulfides with aldehydes under photochemical and radical conditions.

M Takagi, S Goto, M Tazaki, T Matsuda

Index: Takagi, Makoto; Goto, Setsuo; Tazaki, Masato; Matsuda, Tsutomu Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 7 p. 1982 - 1987

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Citation Number: 18

Abstract

The irradiation of organic disulfides in aldehyde solvents resulted in the reductive fission of the S–S linkage, giving an equimolar mixture of the corresponding thiol and the thiol acylate in a good yield. The cyclic disulfides gave mono S-acylated dithiols. The reaction proceeded by means of the photo-initiated radical chain mechanism, and AIBN (azobisisobutyronitrile) effected the same reaction under thermal conditions.