Tandem Fluoroalkyl Cyclization Of 1,7-enyne With 3,3,3-trifluoro-2,2-dimethylpropionic Acid

The development of methods for introducing fluorine-containing groups into the framework of organic molecules has become one of the hotspots in the study of organic fluorine chemistry.Because of the unique properties of the fluorine-containing groups,the introduction of them can effectively improve the physical and chemical properties of the original molecules,so fluorine-containing compounds have been widely used in many fields,from medicines,agricultural chemicals to advanced functional materials.Among various fluorine-containing groups,the research of trifluoromethyl has always been a hot spot.As a derivative of trifluoromethyl,1,1-dimethyltrifluoroethyl(C(CF₃)Me₂)group contains trifluoromethyl and tert-butyl skeletons,and its introduction into biologically active molecules can improve the maternal stability and bioactivity,and clinical drug candidates containing-C(CF₃)Me₂ are increasing,and has attracted much attention of chemists.This thesis developed a new method for preparing heterocyclic compounds containing 1,1-dimethyltrifluoroethyl.Through the metal-free tandem decarboxylation fluoroalkyl cyclization of1,7-enyne and 3,3,3-trifluoro-2,2-dimethylpropionic acid,dihydroquinolinone derivatives containing 1,1-dimethyltrifluoroethyl were efficiently synthesized,in medium to excellent yields.In view of the continuous research on the application of C(CF₃)Me₂ in drug molecules and the importance of the dihydroquinolinone skeleton in medicine,we believe that this method expanded the application value of C(CF₃)Me₂ groups in drug discovery and materials science.