Electrophilic halogenation of thioethers: 5-chloro- and 5,6-dichloro-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiine-2-one and an efficient synthesis of vinylenedithiotetrathiafulvalene (VDT-TTF)
Résumé
The SO2Cl2 chlorination of 5,6-dihydro-1,3-dithiolo[4,5-b]- [1,4]dithiine-2-one affords the corresponding mono- and trans-di-chloro derivatives which eliminate HCl upon treatment with KF/18-crown-6 or LiBr/HMPA, offering an easy route to the unsaturated vinylenedithiotetrathiafulvalene (VDT-TTF).