2-Methylene-1,3-dithiolane, synthesis

The conversion of active-methylene compounds into 2-alkylidene derivatives of 1,3-dithiolans by base-catalysed condensation with carbon disulphide followed by treatment with 1,2-dihalogenoalkanes has been further exemplified, and extended to the synthesis of substituted alkyl-idene derivatives of 1,3-diselenolans and 1,3-diselenans. With dimethyl malonate, carbon diselenide, and either 1,2-dibromoethane or 1,3-dibromo-propane, for example, the compounds (142) and (143), respectively, were formed. Analogously, the dithiolate anion obtained from deoxybenzoin... 

Substitution reactions of simple sulphenyl chlorides with features of additional interest include 1,3-dithiolan formation by reaction of 1,2-disulphenyl chlorides at a methylene group o to —CHO formation of cK-chloro- -keto-sulphides from sulphenyl chlorides and adducts of phosphines with 1,2-dicarbonyl compounds free-radical substitution of saturated alkanes by C6CI5SCI and synthesis of aa-dinitroalkyl sulphides by treatment of gem-dinitroalkanes with sulphenyl chlorides in the presence of base. ... 

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