Title of article :
A novel tandem cyclization of condensed 2,3-dialkynylpyrazines into [1,2,3]triazolo[1′,5′;1,2]pyrido[3,4-b]pyrazines promoted by sodium azide
Author/Authors :
A.V. Gulevskaya، نويسنده , , Shee Van Dang، نويسنده , , A.S. Tyaglivy، نويسنده , , A.F. Pozharskii، نويسنده , , O.N. Kazheva، نويسنده , , A.N. Chekhlov، نويسنده , , O.A. Dyachenko، نويسنده ,
Abstract :
6,7-Dialkynyl-1,3-dimethylpteridine-2,4(1H,3H)-diones and 2,3-dialkynylquinoxalines have been shown to react with sodium azide in DMF at room temperature giving rise 9,11-dimethyl-[1,2,3]triazolo[1′,5′;1,2]pyrido[4,3-g]pteridine-8,10(9H,11H)-diones and [1,2,3]triazolo[1′,5′;1,2]pyrido[3,4-b]quinoxalines. A novel tandem cyclization involves 1,3-dipolar cycloaddition of an azide ion to the carbon–carbon triple bond followed by intramolecular nucleophilic addition of the intermediate 1,2,3-triazole N-anion to another Ctriple bond; length of mdashC bond.
