Structural Proof of Tetrazolo[1,5-A]Quinazoline Derivatives and Their Application in the Synthesis of 4-Amino-2-(1,2,3-Triazol-1-Yl)-Quinazolines
Химия гетероциклических соединений 2013
Agnese Kalniņa, Ērika Bizdēna, Gļebs Kiseļovs, Anatolijs Mišņovs, Māris Turks

5-Azidotetrazolo[1,5-a]quinazoline (formally known as 2,4-diazidoquinazoline) undergoes regioselective nucleophilic aromatic substitution with amines at C(5) and provides corresponding 5-amino derivatives of tetrazolo[1,5-a]quinazoline. For the first time the molecular structure of the latter tricyclic system is unambiguously proved by X-ray diffraction analysis. Tautomeric equilibrium between tetrazolo[1,5-a]quinazolines and 2-azido-quinazolines permits their use in the copper catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction. In this way a series of N4-substituted derivatives of 4-amino-2-(1,2,3-triazol-1-yl)-quinazolines were obtained.



Kalniņa, A., Bizdēna, Ē., Kiseļovs, G., Mišņovs, A., Turks, M. Structural Proof of Tetrazolo[1,5-A]Quinazoline Derivatives and Their Application in the Synthesis of 4-Amino-2-(1,2,3-Triazol-1-Yl)-Quinazolines. Химия гетероциклических соединений, 2013, 11, 1797.-1803.lpp. ISSN 0132-6244.

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