The Study On Green Synthesis Method Of Phthaloazine,Bis-Indole,3-Substituted Indole Nitrogen-Containing Heterocyclic Compounds

In recent years,nitrogen-containing heterocyclic compounds have attracted more and more attention because of their wide applications in the fidles of medicine,agricultural chemicals and functional materials.Phthalazine,bis-indole and 3-substituted indole skeletons are important basic units of nitrogen-containing heterocyclic compounds,and their derivatives have various biological and pharmacological activities.Many chemists focus on developing new synthesis methods of nitrogen-containing heterocyclic compounds.In this thesis,a series of phthalazines,bis-indoles and 3-substituted indole derivatives are synthesized via the strategy of selecting cheap and easily available,highly efficient and green catalysts,and simple and convenient operation methods.The details are as follows:1.A series of 1H-pyrazolo [1,2-b] phthalazine-5,10-dione derivatives were synthesized in 39%-97% yield via three-component reaction of aldehyde,malononitrile and phthaloyl hydrazide.Experiments showed that a combination of Et₃N and water could promote this reaction smoothly.The catalyst is easily soluble in water,therefore,the separation of the catalyst and purification of the product is simple and easy.After the reaction,only simple filtration and drip washing are used to achieve the purpose.This method also has the characteristics of mild reaction conditions,green environmental protection,simple operation and convenient post-processing.2.Using aromatic aldehyde and 2-methylindole as substrates,a gentle strategy for the synthesis of bisindole derivatives induced by visible light at room temperature was developed.The reaction can be carried out without catalyst and additives.A series of 3,3 '-?phenylmethylene?bis?2-methyl-1H-indole?derivatives can be synthesized with good to excellent yields.In addition,the inhibitory effects of these synthetic bis-indole derivatives on human carboxylesterase?CES1 and CES2?were evaluated,and the results showed that some bis-indole derivatives exhibited highly efficient and selective CES2 inhibitors.3.A catalyst-free protocol was developed for the synthesis of 5-?1H-indole-3-yl??phenyl?methyl)-1,3-dimethylpyrimidine-2,4,6?1H,3H,5H?-trione derivatives from aromatic aldehyde,indole and 1,3-dimethylbarbituric acid.The mixed of PEG-400 and water was used and 5 target products had been synthesized with good to excellent yields.The best one was up to 99%.This method avoids the use of complex and expensive catalysts.After the reaction,only simple filtration and drip washing are used to achieve the purpose of separation and purification.It is a green and efficient pathway of preparing 3-substituted indole derivatives.The following work of the experiment are still under way.