Study On Domino Reaction Based On Nitroalkanes And Diazo Compounds

Nitro compounds are widely used in functional materials,pharmaceutical chemistry,dye sciences and other fields,and therefore they are highly valued in research fields such as organic chemistry,medicine,chemical industry,and materials,etc.With the development of science,more and more attention has been paid to the synthesis and application of such compounds.Therefore,the search for efficient synthesis of nitro compounds has become a hot topic of current research.However,most previous methods for preparing nitro compounds generally suffer from problems such as harsh reaction conditions,poor functional group application range,and poor atomic economy.Therefore the development of simple,efficient,and easily-separated preparation of nitro compounds is worth exciting.In addition,diazo compounds,as a class of nitrogen-containing active organic compounds,have important application values in fields such as organic synthesis chemistry,drug design and development,molecular biology,material chemistry,polymer chemistry,and synthesis of natural products.Research on the properties and applications of diazo compounds has been one of the hot topics in the field of organic chemistry.During the 100 years after the diazo compounds appeared,people's main research results focused on their use as carbene precursors,1,3-dipoles,and carbon nucleophiles,but with their terminal nitrogen as their Electrophilic reactions are rare.Therefore,using the terminal nitrogen of diazo compounds as electrophilic reagents to achieve nucleophilic addition reactions with various nucleophiles is of great research value.In this dissertation,nitro compounds containing active methylene groups were used as carbon nucleophiles and terminal nitrogen of diazo compounds as effective electrophiles.Under the catalysis of DBU,compounds containing nitro functional groups and diazo were realized.The nucleophilic addition reaction of compounds is a highly efficient synthesis of a series of nitro-containing terpenoids in an one-pot process.On this basis,diazonium compounds containing ?,?-unsaturated groups were used as effective terminal nitrogen electrophiles,and oximes were prepared by nucleophilic addition reactions with nitroalkanes and intramolecular Michael addition reactions.The reaction has the advantages of mild reaction conditions,easy availability of the substrate,wide application range,rapid reaction,and simple operation.This method not only opens up a new and simple way to synthesize nitro-containing terpenoids,but also lays a solid foundation for the further application of diazo-terminated nitrogen as an effective electrophile in organic synthesis.