Research On Copper-Catalyzed Cycloaddition And C-H Insertion Of Alkynyl Diazo Compounds For The Synthesis Of Polycyclic Indolezines And Macrocyclic Alkynes

Metal carbene,as an active reaction intermediate,has shown a variety of reactivities.It is widely used in organic synthesis for the effective construction of biologically active molecules and pharmaceutical intermediates.In recent years,the formation of carbon-carbon bond through carbene intermediates has attracted the attention of scientists,especially for the synthesis of polycyclic molecules and macrocyclic skeletons.This thesis mainly studied two alkynyl-linked diazo compounds,which are catalyzed by copper catalysts,and going through different carbene reactions to form new carbocyclic rings,including indolezines and macrocyclic alkynes synthesis.Part ?:Introduce the research about metal carbene reaction,and the research ideas and main research work of this paper.Part ?:A copper-catalzyed[1+2+2]cycloaddition reaction of o-alkynyl-linked diazo compounds with pyridine compounds for the construction of polycyclic indolezine derivatives has been studied.The reaction is catalyzed by an inexpensive catalyst,cuprous chloride,and initially for the pyridine ylide followed by a[3+2]cycloaddition to synthesize polycyclic indolezine derivatives in good yileds.This method is easy to obtain starting materials,and the catalyst is cheap.Part ?:A catalytic macrocyclization reaction of alkyne embodied diazoacetates through metal carbene intermediates is described.This method provides a variety of functionalized 13-to 17-membered cycloalkynes in synthetically useful yields under mild reaction conditions.In the presence of a copper catalyst,the C(sp2)-H insertion takes place dominantly with the tethered nucleophilic aniline species.