Utilizations Of Denitrogenation Reaction Of ?- Nitrostyrene To Construct Vinylsilane And Quinoline Compounds

?-Nitrostyrene is an important organic synthesis intermediate,which is widely used in the synthesis of various biologically active molecules,drugs and organic synthesis intermediates.The strong electron-withdrawing nitro group in its molecular structure polarizes the conjugated olefin electron cloud and can perform various reactions effectively.Not only nitro groups can be converted into various functional groups through reaction,but also can be synthesized different types of compounds by denitrogenation.As a simple and easily available starting material,it is a very meaningful research topic to explore and study the synthesis of organic compounds with different functions by using?-Nitrostyrene.In this paper,?-nitrostyrene compounds were used to synthesize a series of organic synthesis intermediates vinyl silane and 2-arylquinoline compounds with potential medicinal value.The main contents of this paper are as follows:1.Summarized the recent advances in the application of?-nitrostyrene denitrogenation in synthesis in recent years at home and abroad,and also puts forword the research basis and ideas of this paper.2.A series of?E?-vinylsilanes were synthesized with high stereoselectivity by the denitrogenation coupling reaction of?-nitroalkyl and silane,using CuI as an initiator and DTBP as a peroxide.The reaction conditions and reaction mechanism were also discussed.This method is a new copper salt-promoted method for preparing?E?-vinylsilane compounds by free radical addition and denitrogenation reaction,which has the advantages of high stereoselectivity,good yield and good functional group tolerance etc.3.A series of 2-arylquinolines were synthesized through TsOH-catalyzed the three-component reaction of nitrostyrene,aniline and styrene in MeOH as the solvent at 80?.The preliminary reaction conditions and mechanism were also discussed.This method has the advantages of no metal catalysis,mild reaction conditions and simple operation.The structures of these compounds were characterized by ¹H NMR,¹³C NMR,HRMS.