M. Bryce, Gordon R. Davison, A. Moore
1992
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron
Abstract
Abstract The synthesis, X-ray crystal structure and some reactions of 1,2-dithiole-3-thione derivative 8 are reported. The structure of thione 8 is characterised by a remarkable three-dimensional network of close, non-bonded, S---S interactions. Compound 8 is efficiently converted into the 1,2-dithiolium cation salt 11 by sequential reaction with meta-chloroperoxybenzoic acid and sodium iodide. Cation salt 11 reacts with aqueous ammonia in the presence of iodine to afford isothiazole derivative 18 in high yield; the mechanism proposed for this reaction proceeds via 1,2,3-dithiazine derivative 17. The solution electrochemistry of the title thione, and related compounds, has been studied by cyclic voltammetry.