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

摘要

Bis-sulfinyloxiranes were synthesized in two steps from carbonyl compounds and alpha,omega-dichloro-alpha,omega-disulfinylalkanes, which were synthesized from alpha,omega-dibromoalkanes in three steps, in good yields. Treatment of the bis-sulfinyloxiranes with sodium benzenethiolate and piperidine gave alpha,alpha'-di(phenylthio) diketones and alpha,alpha'-diamino diketones, respectively, in high yields. From these products, some kinds of diketones were synthesized in good to high yields. (C) 2002 Elsevier Science Ltd. All rights reserved. [References: 31]