Abstract
Abstract The reaction of symmetrical disulfides with the cyanide ion in various solvents has been investigated. The reaction modes may be summarized as follows: (1) Dialkyl disulfides and diaryl disulfides with electron-with-drawing substituents react with the cyanide ion in DMSO or DMF to give the corresponding monosulfides. (2) Diaryl disulfides with electron-donating substituents react with DMSO to yield aryl methyl sulfides. (3) Diaryl disulfides are cleaved by the cyanide ion into thiolate anions and aryl thiocyanates, which then react with alcohol to afford alkyl aryl sulfides.
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