Study On Synthesis Of Dihydro Quinazoline And Quinoline Derivatives Induced By Radical Cation Salt

In this paper,quinoline derivatives were synthesized through the oxidation ofα-sp³C-H bonds in glycine derivatives,in which the radical cation salt,TBPA^+.,is crucial to promote this aerobic oxidation.In addition,we have also studied the synthesis of 3D printed three-dimensional controlled carbonaceous materials by pyrolysis of the photo-curable resin in an inert gas.The details were listed below:（1）In the presence of catalytic amount of radical cation salt TBPA^·+,the aerobic oxidation of the sp³ C-H bond in glycine derivatives occurred smoothly,forming the imine intermediate.After further[4+2]cycloaddition and oxidation,a series of dihydroquinazoline derivatives were obtained in high yields.（2）Catalyzed by TBPA^·+and O₂,glycine derivatives could react smoothly with norbornene,providing a series of quinolines in high yields.Different from the above reaction,if norbornadiene was employed as a substrate,a domino DA/retro-DA process occurred.After elimination of cyclopentadiene,which is enabled by aromatization,a quinoline-2-carboxylate ester was generated in good yields（3）By pyrolysis,the three-dimensional carbon lattice structure was prepared in inert gas,which shows a certain strength.