Study On Palladium And Copper Catalyzed Quinazoline 3-oxide Oxidative Coupling Reactions

Quinazoline and quinazolinone derivatives are widely existed in natural products and drug molecules, and show a wide range of useful biological and pharmacological properties especially anti-cancer, anti-bacterial and antiinflammatory activities. In recent years, the synthesis and biological activity of these derivatives has became one of hot topics in the current biological and pharmacological study.Herein, we synthesized a number of quinazoline and quinazolinone compounds via transition-metal catalyzed oxidative coupling reaction. This paper is mainly divided into the following three parts:1. A brief introduction of transition-metal catalyzed Kumada, Suzuki and Negishi cross-coupling reaction and oxidative coupling reaction has been present in this paper. The research progress and pharmacological activities of quinazoline and quinazolinone derivatives have been summarized.2. We studied palladium-catalyzed oxidative coupling reactions of quinazoline N-oxides and aromatics. The Csp2-H of 4-position quinazolin N-oxide, which was activated by palladium-catalyzed, reacted with the Csp2-H of aromatic to produce Csp2-Csp2 band.3. We utilized quinoline N-oxides and benzaldehyde as the substrates, CuII as a catalyst to synthesize a series of quinazolinone compounds under mild, operationally simple and environmentally friendly conditions.