The Reaction of 3-Hydroxyflavones with Metal Salts

Article abstract of DOI:10.1246/bcsj.53.2630

The reaction of 3-hydroxyflavones (1a-d) with lead(IV) acetate gave 1,2-diphenylethanediones (2a-d), 1,2-diphenyl-2-hydroxyethanones, 2-hydroxybenzoic acids (7 and 9), and benzoic acids (8 and 10), and the reaction with manganese(III) acetate yielded 2, 7, 8, 9, and 10.In addition to 2, 7, and 10, 6-methoxy-2-(4-methoxybenzoyloxy)-3(2H)-benzofuranone and 2-hydroxy-4-methoxybenzaldehyde were obtained in the reaction of 1c with manganese(III) acetate.It has been established by the studies of 14C-labelled compounds that the C₍₃₎ in the 3-hydroxyflavone was lost during the reaction.