Study On The Novel Reaction Of ?-substituted Alkenyl Azides Under The Action Of Copper

The azide group and substituent group connected to the same carbon atom of olefins on?-substituted vinyl azides'parent nuclear structure.The close interaction between the two functional groups lead?-Substituted vinyl azides to exhibit a unique high reactivity.As a special sub-class of vinyl azides,?-substituted vinyl azides have drawn gradually people's attention and become an important organic synthesis intermediate,with the wide application of transition metals in organic chemical reaction.?-Substituted vinyl azides can not only be used as the2H-azirine and vinylnitrene precursors,but also as free radical receptors,a source of metal enaminyl radicals,nucleophile or electrophile.In addition,?-substituted vinyl azides can even react with metal carbene and participate in cycloaddition reaction.Therefore,based on the?-substituted vinyl azides'character of handy,easy to collection and high reactivity,we provide very important synthetic strategy,which constructs a series of C-C,C=O and C-N bond to prepare a variety of vital nitrogen compounds and their derivatives,under the effect of transition metal.The specific rearch of this thesis is as follows.(1)The study of the carboamination reaction with copper(I)-mediated of?-substituted vinyl azide.A copper(I)-mediated carboamination cascade reaction between vinyl azides and aryldiazonium salts is described.Functionall diverse N~2-substituted 1,2,3-triazoles were obtained in moderate to good yields through novel difunctionalization of vinyl azides by aryldiazonium salt sources.A possible ion mechanism was also proposed.This method has a wide scope,good functional-group tolerance and insensitivity to an ambient atmosphere.(2)The study of the aminoxidation reaction with copper(I)-mediated of?-substituted vinyl azide.Copper-catalyzed,oxygen and tert-Butyl Hypochlorite together synthesis of?-ketoamides from?-substituted vinyl azides and amines has been developed.We've expanded the reaction pattern of the vinyl azides and provided a new strategy for constructing C-C,C-O bond in the one-pot reaction.