REACTION OF 3-ALKYNYLQUINOXALINE-2-CARBO-NITRILES WITH SODIUM AZIDE: AN EXPERIMENTAL AND THEORETICAL STUDY

摘要

The reaction of 3-alkynylquinoxaline-2-carbonitriles with sodium azide in DMF at 60°C leads to the formation of 4,5-disubstituted 2H-1,2,3-triazoles in 38-82% yields. The analogous reaction in toluene in the presence of AlCl3 takes place as a tandem process involving 1,3-dipolar cycloaddition of the azide ion to the nitrile group followed by 6-endo-digonal cyclization with the formation of 5-aryl-tetrazolo[1',5':1,3]pyrido[3,4-b]quinoxalines.