Oxidative Coupling Reaction of 1,3-diarylpropenes with Propane-1,3-dione Derivatives Mediated by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone with Molecular Oxygen

Abstract

An oxidative coupling reaction between 1,3-diarylpropenes and propane-1,3-dione derivatives mediated by a catalytic amount of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and azobisisobutyronitrile with molecular oxygen has been developed. The corresponding products are obtained in moderate to good yields.

Amidation of 1,3-Diarylallylic Compounds Catalysed by 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone with Molecular Oxygen as the Terminal Oxidant

“…18 However, the use of a stoichiometric amount of DDQ caused purification difficulties because of the formation of the by-product DDQH 2 . With an interest in developing an application using a catalytic amount of DDQ in the oxidative reaction, 19 we wish to report an efficient amidation at a diarylallylic sp 3 carbon hydrogen centre catalysed by DDQ with molecular oxygen as the terminal oxidant.…”