Oxidative free radical reactions between 2-benzyl-1,4-naphthoquinones and β-dicarbonyl compounds are described. Electrophilic carbon-centered radicals produced by the manganese(III) acetate or cerium(IV) ammonium nitrate oxidation of β-dicarbonyl compounds undergo efficient addition to a C-C double bond of quinone ring. This free radical reaction provides a novel method for the synthesis of naphthacene-5,12-diones.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry