Synthesis Of Quinoxalin-2(1H)-one Derivatives

As a nitrogen-containing heterocycle,quinoxaline-2（1H）-one structure widely exist in natural products and biologically active compounds,and has found a wide range of applications in the fields of organic synthesis,pesticides,materials science and medicine.Some compounds with quinoxalin-2（1H）-one as the structural core have been used as antitumor agents,antibacterial agents,hypoglycemic agents,etc.,or have entered clinical trials or have been used clinically.Studies have shown that functional group modification at position 3 of quinoxalin-2（1H）-one may lead to changes in biological activity of these compounds.In this thesis,the structural modification of the 3-position of quinoxalin-2（1H）-one was mainly carried out by the bifunctional reaction of alkenes.The main work is divided into two parts:The first part:A series of 3-（1-Arylpropyl）quinoxaline-2（1H）-ones.The most notable feature of this method is the use of green reagent H₂O₂ and the use of low toxicity DMSO as solvent and reagent.A green,convenient and simple synthesis scheme of 3-（1-arylpropyl）quinoxalin-2（1H）-ones is provided.The second part:Using quinoxalin-2（1H）-one as the reaction substrate,a series of 3-（2-tert-Butyl-1-arylethyl）quinoxalin-2（1H）-ones.The characteristics of this method are that the solvents and reagents used are cheap and readily available,and the reaction conditions are simple.A one-pot synthesis of3-（2-tert-butyl-1-arylethyl）quinoxaline-2（1H）-ones was achieved through the bifunctional reaction of styrene,and the C-C and C-O bonds were simultaneously completed.The work of this thesis is mainly realized by the bifunctional reaction of alkenes,which is an extension of the bifunctional reaction of alkenes,and the work of this thesis provides two kinds of synthetic 3-substituted alkylquinoxaline-2（1H）-ones.The new method of ketone compounds enriches the research content of quinoxalinone structure modification,provides a wider object for quinoxalinone drug screening,and is beneficial to further research on quinoxalinone drugs.