Sulfur-containing Azadiene And Thioisatin Participated In Domino Reaction To Construct Sulfurcontaining Heterocyclic Compounds

Due to their unique electronic and steric properties,sulfur-containing heterocyclic compounds are very important in the preparation of many industrial products and polymers.Therefore,the development of novel and efficient methods to construct sulfur-containing heterocyclic compounds has received widespread attention.In this thesis,a series of new methods for efficiently constructing sulfur-containing heterocyclic compounds have been developed through the study of tandem cyclization reactions between sulfur-containing reactants and suitable reaction substrates,and the following research results:1)A new method for efficiently constructing benzothiophene seven-membered nitrogen heterocyclic compounds has been developed.Under the catalysis of DMAP,the azadiene undergoes a domino cyclization reaction with isatin-derived?-(trifluoromethyl)imine,and a series of benzothieno seven-membered nitrogen heterocyclic compounds have been synthesized,which have important research value in organic synthesis.2)A new method of constructing benzothienopyrrole compounds has been developed.This method still uses thioauron-derived azadiene as a substrate,and under the catalysis of Cs2CO3,the[4+1]cycloaddition reaction with sulfur ylide realizes a series of benzothienopyrrole skeleton compounds.3)A new method of synthesizing chromene derivatives was studied.In this work,under the catalysis of piperidine,and thioisatin undergoes a domino cyclization reaction with phenylvinyl ketone,and it is used as the raw material,and a benzothiopyranone skeleton-containing compound was synthesized,and it have moderate stereoselectivity and good yields.In this thesis,a total of 113 new compounds were synthesized.All new products were characterized by hydrogen spectroscopy(¹H NMR),carbon spectroscopy(¹³C NMR),infrared(IR),mass spectrometry(HRMS),and melting point mp(solid).X-ray single crystal diffraction analysis identified some representative new compound structures.