Organic Base Catalyzed Synthesis Of 1,2,3-Triazole Derivatives And Photocatalytic Redox Reaction Of Nitrosobenzene

1,2,3-Triazole is an important organic structural unit,and has often used as a single double-substituted ring to connect two molecules or embedded in multiple heterocycles.It is so important pharmacological effects,biological functions and other excellent properties that it has been widely utilized in pharmaceutical molecules,functional materials and fine chemicals.In organic synthesis,1,2,3-triazoles are used as intermediates,ligands,C?H activated high-efficiency additives and precursors in the synthesis of carbene.In recent years,introducing 1,2,3-triazole into compounds by synthetic means has become a research focus,thereby obtaining novel functional 1,2,3-triazole derivatives.In this paper,using(E)-2-styrylbenzo[d]thiazoles as the raw material,1,2,3-triazole was successfully introduced,and acquired a series of 1,5-diaryl-4-benzothiazolyl-substituted-1,2,3-triazoles,and the biological activities and photophysical properties of some compounds were studied.At the same time,using 9-methylsulfon-10-methylacridine perchlorate as photosensitizer,the photocatalytic reaction of 2H-aziridine and nitrosobenzene was explored,and provided the corresponding(E)-N-(phenyl(phenylamino)methylene)benzamides.1.2-Methylbenzothiazole and benzaldehydes were used as raw materials,through aldol condensation to obtain(E)-2-styrylbenzo[d]thiazoles.Next,The DBU was able to catalyze the1,3-dipolar cycloaddition of activated double bond and azides to obtain heterocyclic substituted 1,2,3-triazole derivatives.The 1,3-dipolar cycloaddition reaction furnished higher yield(60%-82%)and excellent regiospecificity.At the same time,the possible mechanism was proposed,and the spectral properties,photophysical properties and biological activities of all the synthesized compounds were explored.2.2H-Aziridines were used as a raw material to synthesize compounds containing heteroatoms through photocatalytic redox reactions.By comparing factors such as photosensitizer,light source and solvent,the photocatalytic reaction was optimized to synthesize a series of benzamides.Among them,the compound III-a was confirmed by X-ray.This new way of synthesizing benzamides is expected to generate widespread applications.The structures of all synthesized compounds have been confirmed by ¹H NMR,¹³C NMR,and HRMS.