Oxidation reactions of conjugated systems with 1,3-diketones in the presence of mangan(III) acetate and cerium ammonium nitrate

Coupling reactions of cycloheptatriene which has conjugated triene system were investigated with 1,3-diketones in the presence Mn(OAc)3 and cerium ammonium nitrate (CAN). 1,3-Diketones and Mn(OAc)3 or cerium ammonium nitrate were reacted with cycloheptatrienes having electron withdrawing and electron releasing substituents in the presence of different salts. In addition, oxidative radicalic reaction of anthracene, 9-methylanthracene and 9- phenylanthracene were investigated with methylmalonate in the presence of cerium ammonium nitrate and Mn(OAc)3. Mostly, anthraquinone derivatives and bianthrone were obtained. The reactions were carried out in dichloromethane and methanol. The structures of products were determined by NMR spectroscopyy.