Novel fused bicyclic sulphur compounds

Abstract

Novel fused (cis-octahydrothieno [3,2-b] thiepine, cis-hexahydrothieno[2,3-b]-1,4-oxathiine and cishexahydrothieno[2,3-b]-1,4-dithiine) and spiro (1,4,6-trithiaspiro[4.4]nonane and 1,4,7-trithiaspiro[4.4] nonane) bicyclic compounds containing sulphur have been synthesized and their structures confirmed by NMR spectroscopy. For their synthesis, reactions of nucleophiles, including Grignard reagents, with trans-2,3-dichlorotetrahydrothiophene were investigated. Improved methods of forming sulphides from Na₂S and haloalkanes have been developed. 1-Bromo-4-chlorobutane was shown to form the specific Grignard reagent, Cl[CH₂]₄MgBr.