Radical Tandem Fluoroalkylation Of Activated Alkenes

Fluorine-containing compounds are widely used in modern medicine,pesticides and materials.When fluorine atoms or fluoroalkyl groups are selectively introduced into drugs or bioactive molecules,their lipopphilicity,metabolic stability,ability to bind to target proteins,cell membrane penetration and bioavailability are usually significantly improved compared with their parent molecules.Therefore,the development of new and effective methods to introduce fluoroalkyl into organic molecules has aroused great interest of organic chemists.Trifluoroethyl(-CH₂CF₃)is also attracting more and more attention from organic fluorochemists for its potential application in medicinal chemistry and related fields.The thesis includes the following two parts.Part ?:A visible light-induced radical addition/1,4-aryl transfer/desulfone reaction of N-phenyl-N-(phenyl sulfonyl)methyl acrylamide with trifluoroiodoethane/difluoroiodoethane was developed.The reaction conditions were mild and the functional groups were well tolerated.This methodology provides an effective way for the synthesis of?-quaternary carbon central amides containing fluoroalkyl groups.Part ?:The silver catalyzed radical tandem cyclization of 1,7-enylene and trifluoroiodoethane reaction was developed.The reaction conditions are simple,with moderate to good yield to afford a series of fluoroalkyl dihydroquinoline ketones.