Synthesis And Structure Confirmation Of Quinoxaline Compounds Through CuI-Catalyzed Coupling Reactions Of N-propargyl-2-iodoaniline

The various structurally novel heterocycles play a very important role in the development of new drugs,new synthetic materials and other fields.And also,modern drug discoveries have stimulated the rapid development of innovative synthetic strategies for the synthesis of such compounds.The[1,2,3]triazolo[1,5-α]quinoxalin and its analogue tricyclic systems have been found to possess important biological activities.However the broad potential biological activities for these kinds of compounds have not yet been fully explored.Based on the current research intresting and wide application prospect of such derivatives,in this dissertation we develpoed a way to accsess[1,2,3]triazolo[1,5-α]quinoxalin using the substituted 2-iodoanilines as starting materials.The whole work as follows:1.A series of N-propargyl-2-iodoaniline compounds were synthesized through copper-catalyzed multicomponent coupling reaction of imines,alkynes,and acid chlorides.2.We developed a novel and simple method for the synthesis of[1,2,3]triazolo[1,5-α]quinoxalin compounds.The method is based on the copper-promoted reaction of N-propargyl-2-iodoanilines with sodium azide using DMF as the solvent,i-Pr₂NEt as the base,N,N’-dimethylethylenediamine as the ligand at 50℃.Its structure confirmation was carried out by NMR（1D,2D）and Mass spectrometries.