Rhodium-Catalyzed Functionalization Of Carbon-Hydrogen Bonds And Cyclization Of Alkynes To Construct Purino[6,1-a]Isoquinoline Compounds

Among natural products,many compounds with purine skeletons have been used in the treatment of human diseases.Therefore,it is very meaningful to modify the purine functional group to obtain the purine nucleoside with biological activity.Isoquinoline derivatives are important frameworks for nitrogen-containing heterocyclic compounds,which exist widely and have potential physiological activities.Isoquinoline salts are a good class of mitochondrial localizers,which can be used for cell imaging and bacterial imaging,and are widely used in medicine.The research of its synthetic method is one of the hot spots in the field of synthetic chemistry.C-N bonds are widely present in drug molecules.Transition metal catalyzed functionalization of C-H bonds is one of the most effective methods to construct C-N bonds.The C-H bond activation and alkyne cycloaddition strategy adopted for the first time in this paper uses the reaction of 6-phenylpurine with alkyne to synthesize polycyclic purine isoquinoline salt nucleoside analogs through rhodium as a catalyst.The reaction conditions are mild and simple,the yield is excellent,and the universality is wide.In order to design polycyclic purine isoquinoline salt nucleosides closer to the skeleton with biological activity,fix the9-position sugar ring structure,replace the substrate with different aryl substitutions at the 6 position,and obtain a series of polycyclic purine isoquinoline salt nucleosides Nucleoside products,and designed polycyclic purine isoquinoline salt nucleoside products with aggregation-induced luminescence effect（AIE）.The polycyclic purine isoquinoline salt nucleoside analogs were synthesized by reaction,and the structural characterizations were determined by ~1H NMR,¹³C NMR,and HRMS.For some special products,the structural characterizations were determined by X-ray crystallographic analyses.