Chemistry of Sulfines. Part VIII: Synthesis and reactions of chlorosulfines
- 1 January 1970
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 89 (7) , 687-695
- https://doi.org/10.1002/recl.19700890704
Abstract
The preparation of the chlorosulfines RC(Cl)=S=O where R is C6H5 and C6H5S, by oxidation of the corresponding thioacyl chlorides, is described. Reaction of these chlorosulfines with thiophenol and potassium thiocyanate leads to substitution of the chlorine atom giving phenylthio‐ and thiocyanosulfines, respectively. The displacement of the chlorine atom in chloro‐phenylsulfine by the phenylthio group occurs stereospecifically: the geometrical configuration of the chlorosulfine is predominantly retained in the product. A mechanism for these displacement reactions is proposed.Keywords
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