Study On Cyclobutanol Oxidative Ring Opening Homo-coupling And Intramolecular Ring Closing Reaction

Ring opening reaction is a kind of important organic synthesis reaction. In the ring opening reaction process, the control of reaction conditions or adding special reaction reagent can be synthesized with special functional groups. Therefore, the ring opening reaction has been concerned by many chemists. This paper through cyclobutanols oxidative ring opening reaction to construct new C-C bonds, then synthesis of linear dicarbonyl compounds andalpha tetralones.This thesis mainly includes two parts: the first part, synthesis of dicarbonyl compounds via non-metal catalytic cyclobutanols oxidative ring opening homo-couplingreaction; the second part, synthesis of alpha-tetralin ketones via non-metal catalytic cyclobutanol oxidative ring opening intramolecular ring closing reaction.The first part summarizes the research of 1,8-dicarbonyl compounds in organic synthesis and it's application. We have developed a synthesis method that via ceric ammonium nitrate oxided cyclobutanols occurred oxidative ring opening homo-coupling reaction to synthetic diThe second part summarizes the research progress in the synthesis of naphthalene derivatives and their application in carbonyl compounds. The synthesis method operation were carried out under air condition with the mixture of acetonitrile and water as solvent,ceric ammonium nitrate as oxidant, it's has the advantages of simple operation, cheap oxidant,no sensitivity to water and air, high yield and high utilization ratio of atom etc.various fields.We further developed a new synthesis method that cyclobutanols occurred ring opening reaction, and then through intramolecular ring closing reaction to synthesis tetralones derivatives. The reaction operation were carried out under air atmosphere, the acetonitrile and water mixed solvent and ceric ammonium nitrate was added directly. It has the advantages of simple operation, cheap oxidant and no sensitivity to water and air etc. This part was mainly optimized the reaction conditions, the suitable substrates is mainly naphthalene and pyridine compounds.