ChemInform Abstract: Reaction of β,β-Dichlorovinyl Methyl Ketone with the Salts of Vinylidenedithiols.
Abstract
The reaction between the ketone (I) and the sodium vinylidenedithiolate (II) is found to proceed either via attack of (II) on the α carbon atom of the vinyl group of (I) to give the 1,3-dithiolane (III) or via attack of (II) on the β carbon atom of the vinyl group of (I) to give the 1,3-dithietane (IV), depending on the solvent.
ChemInform Abstract
The reaction between the ketone (I) and the sodium vinylidenedithiolate (II) is found to proceed either via attack of (II) on the α carbon atom of the vinyl group of (I) to give the 1,3-dithiolane (III) or via attack of (II) on the β carbon atom of the vinyl group of (I) to give the 1,3-dithietane (IV), depending on the solvent. The choice of the solvent is also determining for the yields of (III) or (IV), respectively. This behavior of the dichlorovinyl group of (I) is analogous to that observed in the reactions of the corresponding halogenoalkynes.
