Studies On The Synthesis Of Acridine And Imidazole Derivatives Involving Cyclohexanones

Nitrogenous heterocyclic compounds are a significant component in heterocyclic compounds.The difference of nitrogen position,nitrogen number and ring size lead to the variety of nitrogenous heterocyclic compounds.They extensively exsist in organism and apply to nature products,functional materials,bioengineering,organic synthesis and other fields.So,developing environmental-friendly methods on constructing nitrogenous heterocyclic compounds is a hot research field in modern organic synthesis.Cyclohexones are cheap and easily available chemical product and they have been widely used in the synthesis of organic functional compounds.In order to further develop new economical-efficient and environmental-friendly methods on synthesizing nitrogenous heterocyclic compounds,in this text,we have carried out some studies on the synthesis of 9-arylacridines and polysubstituted imidazoles by using cyclohexone as the starting material.Specific contents are as flowing:1.Develop a new palladium-catalyzed synthesis method for 9-arylacridines by using 2-aminobenzophenones and cyclohexanones as the starting materials.In this reaction system,palladium as the catalyst and oxygen as the green oxidant,cyclohexanones participated in the construction of acridine ring through dehydrogenation and aromatization process.It has good substrate scope,good functional group tolerence and high conversion efficiency.With this method in hand,various 9-arylacridines were synthesized.2.A novel and efficient method for the one-pot synthesis of polysubstituted imidazoles from ketones and benzylamine under mild conditions is developed.In this method,it has good substrate scope and functional group tolerence and doesn't need any transition metal catalysts.In this reaction,elemental sulfur as a key mediator combined with oxygen could high-efficiently promote this transformation and enable the functionalization of four Csp3-H bonds and formation of three new C-N bonds in one-pot,which provide a new approach to synthesize tetrasubstituted imidazoles.