SYNTHESIS OF NEW THIO-SUBSTITUTED BUTADIENES USING 1,3-DI-H-TETRACHLOROBUTADIENE AND 2H-PENTACHLOROBUTADIENE

Compounds 3a, 4a, 6a, 5b, 6b, 3c, 3d, 3f, and 5e, have been obtained from 1,3-di-H-tetrachlorobutadiene 1 and thiolates in DMSO at room temperature. With the same conditions 2H-pentachlorobutadiene 7 and thiolates give compounds 8a, 9a, 8c, 9c, 84, 94 and 9f. Hexachlorobutene 10 with benzylthiolate forms compound 12 in DMSO. The reaction of compounds 3e and 3d, with 3-chloroperbenzoic acid forms sulfoxide compounds 13c and 13d in chloroform, respectively. The structure of the reaction products was established by spectroscopic techniques.