A synthesis of diketones from carbonyl compounds and α,ω-dichloro-α,ω-disulfinylalkanes with two carbon–carbon bond-formation via bis-sulfinyloxiranes

Bis-sulfinyloxiranes were synthesized in two steps from carbonyl compounds and α,ω-dichloro-α,ω-disulfinylalkanes, which were synthesized from α,ω-dibromoalkanes in three steps, in good yields. Treatment of the bis-sulfinyloxiranes with sodium benzenethiolate and piperidine gave α,α′-di(phenylthio) diketones and α,α′-diamino diketones, respectively, in high yields. From these products, some kinds of diketones were synthesized in good to high yields.