Issue 0, 1972

Formation of a δ-diketone in the cathodic cleavage of a β-keto-sulphoxide

Abstract

Electrolytic reductive cleavage on mercury of the β-keto-sulphoxide,p-methoxy-2-(methylsulphinyl)acetophenone at pH 12 in aqueous dimethylformamide gives as main product a δ-diketone, 1,3-di-p-anisoylpropane, i.e. a compound containing an odd number of carbon atoms. It is suggested that this compound is formed via a carbanionic mechanism, dimethylformamide acting as a formylating agent.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 652-653

Formation of a δ-diketone in the cathodic cleavage of a β-keto-sulphoxide

B. Samuelsson and B. Lamm, J. Chem. Soc., Perkin Trans. 1, 1972, 652 DOI: 10.1039/P19720000652

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