Study On Multicomponent Carbofluoroalkylation Of Olefins

Due to the unique properties of fluorine atoms,fluorine-containing organic compounds are widely existed in medicine,pesticides and materials.Therefore,it is of great significance to develop an efficient method for introducing fluorine-containing groups into organic molecules.Alkenes are a common class of chemical materials that are widely used to establish complex molecules in orgnic syntheses and industry.In recent years,the multi-component functionalization reaction of olefins has attracted widespread attention.The 1,2-dicarbofunctionalization reactions of olefins can form two new carbon-carbon bonds in one-step reaction,which has excellent step economy and atom economy.This thesis focuses on multicomponent carbofluoroalkylation of olefin,and consists of the following two parts:Part ?: The four-component radical cascade trifluoromethylation of olefins was successfully achieved using a radical relay strategy promoted by EDA complex.This method utilizes the innate electronic nature of different radical species to afford excellent regioselectivity.The reaction conditions are mild and easily handle.A series of important ?-trifluoromethyl carbonyl compounds can be synthesized from simple and easily available materials and this reaction was successfully applied to the synthesis of trifluoromethylated derivatives of naftidrofuryl.Part ?: The enantioselective three-component 1,2-fluoroalkyl arylation of nonactivated olefin was achieved through the chelation-assisted nickel-catalyzed multi-component reductive cross-electrophile coupling strategy.A series of important chiral ?-fluoroalkyl aryl alkanes can be constructed quickly and efficiently from readily available starting materials with high yield and excellent enantioselectivity.The pendant ester group plays an important role in achieving high enantioselectivity and high yield.In addition,the ester groups can be easily hydrolyzed to form corresponding alcohols,which can be further converted into various chiral fluoroalkyl-containing structures that have potential application value in the fields of medicine and pesticides.