Synthesis of new sulfanyl-, sulfinyl-, and sulfonyl-substituted polychlorobuta-1,3-dienes

Synthesis of (Thio)substituted -1,3-Butadienes and -Butenynes

“…Reactions of polyhalo-dienes and -butenes with thiols or amines have been previously reported by Ibis and co-workers and Roedig and coworkers (12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26). Yoshimatsu et al reported the preparation of 2-sulfonyl-1-buten-3-ynes and their reactions with nucleophiles (9).…”

“…It is reported by our laboratory, that the reaction between 1 and different thiols under mild conditions results the formation of thiosubstituted 1,3-butadienes/butenynes (12)(13)(14). Among them, in 2010 (19) and 2016 (20), we reported that some mono-, bis-, tris-and tetrakis-substituted butenynes, butadienes or buta-1,2,3-trienes and their halogenation (iodination/bromination) and oxidation of some butadienes to their corresponding sulfoxides or sulfones. In these studies, in order to product mono-, bis-, tris-or tetrakis-substituted thioethers, having butadiene or butenyne skeleton, we used different reactant ratio and different reaction medium (DMF/triethylamine, EtOH/NaOH etc.)…”