| As a powerful tool for construction of polysubstituted aromatics,Catellani reaction has attracted many researchers due to its unique charm.A series of polysubstituted aromatic compounds can be synthesized efficiently by using different electrophilic and nucleophilic reagents.After more than 20 years of development,there are more and more electrophilic and nucleophilic reagents in Catellani reaction.Ortho alkylation,arylation,amination,acylation,silylation,thioetherification and other reaction types have been realized.What’s more,terminating reagents are also emerging in an endless stream.However,there are still some limitations in the types of substrates,no matter palladium（0）initiated aryl halides,aryl trifluoromethylsulfonate esters,or palladium（II）initiated indoles,pyrroles,aromatics containing directing group,and aryl boron species,which are all limited to aromatic systems,while non-aromatic system type substrates are few.In this thesis,the Catellani-type reaction using non-aromatic substrates was studied.For the first time,iodopyridones were used as substrates to participate in the Catellani-type reaction.The arylation and alkylation reactions at C3 or C5 positions of this kind of alkenyl iodides were realized with aryl bromide and alkyl bromide used as electrophilic agents,respectively,and a series of pyridinones and quinolones derivatives were synthesized efficiently.The reaction was promoted by the cooperative catalysis of Pd（OAc）2and the C2 substituted NBE derivative.The reaction has the advantages of cheap raw materials,mild reaction conditions,good chemoselectivity,no need for additional ligands,and wide substrate scope.In addition,deuterium labeled products can be easily obtained by using CD3OTs as the corresponding alkylating reagents. |
