Synthesis of α-Chlorothiosulfenyl Chlorides. A New Class of Reactive Organosulfur Compounds

Article abstract of DOI:10.1021/jo00342a036

The reaction of various aromatic and suitably substituted aliphatic thiones with sulfur dichloride in dry carbon disulfide affords the corresponding α-chlorothiosulfenyl chlorides (R2C(Cl)SSCl), the first simple compounds of this type.Reaction of the α-chlorothiosulfenyl chlorides with triphenylphosphine regenerates the thiones, accompanied by the corresponding ketones.Possible mechanisms for these transformations are presented.