The Formation of Vinyl Sulfides by the Cleavage of the Carbon-Sulfur Bond in Dithioacetals with CuCl2
Authors:
- 1 March 1983
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 56 (3) , 959-960
Abstract
The elimination of arene- and alkanethiol from diaryl and dialkyl dithioacetals, in the presence of copper(I) or copper(II) salt plus tertiary amine, to produce the corresponding aryl and alkyl vinyl sulfides, respectively, has been studied. The employment of a combination of 2 mol equiv. of CuCl2 and 2 mol equiv. of N,N-diisopropylethylamine is most favorable.Keywords
This publication has 5 references indexed in Scilit:
- Preparative methods for (Z)-2-methoxy-1-phenylthio-1,3-butadienes. Rearrangement during copper(I)-induced elimination of thiophenol from some γ,δ-unsaturated thioacetalsTetrahedron Letters, 1980
- Removal of sulfur groups from molecules by copper(I). Preparation of sulfur-substituted 1,3-dienes for the Diels-Alder reactionThe Journal of Organic Chemistry, 1976
- A Convenient Method for Hydrolysis of 1,3-Dithiane Derivatives Using Cupric ChlorideBulletin of the Chemical Society of Japan, 1972
- Reactions of bivalent sulfur compounds-copper(II) complexesJournal of the American Chemical Society, 1969
- Syntheses with metallated thioacetals and orthothioformatesRecueil des Travaux Chimiques des Pays-Bas, 1962