Tetrahedron

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

T Satoh, D Taguchi, A Kurabayashi, M Kanoto

Index: Satoh, Tsuyoshi; Taguchi, Daisaku; Kurabayashi, Aki; Kanoto, Makiko Tetrahedron, 2002 , vol. 58, # 21 p. 4217 - 4224

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Citation Number: 9

Abstract

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 ...