SYNTHESIS OF 1H-1,2,3-TRIAZOLE DERIVATIVES BY THE CYCLIZATION OF ARYL AZIDES WITH 2-BENZOTHIAZOLYLACETONONE, 1,3-BENZOTHIAZOL-2-YLACETONITRILE, AND (4-ARYL-1,3-THIAZOL-2-YL)ACETONITRILES

Authors

  • Н. Т. Походыло Ivan Franko Lviv National University, Lviv 79005
  • В. С. Матийчук Ivan Franko Lviv National University, Lviv 79005
  • Н. Д. Обушак Ivan Franko Lviv National University, Lviv 79005

DOI:

https://doi.org/10.1007/6759

Keywords:

1, 3-benzothiazole derivatives, 3-thiazole derivatives, tetrazole, 1H-1, 2, 3-triazole, [1, 3]triazolo[1, 5-a]quinazoline, heterocyclization, domino reaction

Abstract

The cyclization of aryl azides with 2-benzothiazolylacetone, 1,3-benzothiazol-2-ylacetonitrile, and (4-aryl-1,3-thiazol-2-yl)acetonitriles in methanol in the presence of sodium methylate gives high yields of new products, 2-(5-methyl(amino)-1-aryl-1H-1,2,3-triazol-4-yl)-1,3-benzothiazoles and  1-aryl-(4-aryl-1,3-thiazol-2-yl)-1H-1,2,3-triazole-5-amines. 1,3-Benzothiazol-2-ylacetonitrile undergoes  an anionic domino reaction with methyl  2-azidobenzoate or 2-azidobenzonitrile to give [1,2,3]triazolo[1,5-a]quinazoline derivatives.

How to Cite
Pokhodylo, N. T.; Matiychuk, V. S.; Obushak, N. B.  Chem. Heterocycl. Compd. 2009, 45, 483. [Khim. Geterotsikl. Soedin. 2009, 612.]

For this article in the English edition see DOI 10.1007/s10593-009-0287-6


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Published

2022-04-25

Issue

No. 4 (2009)

Section

Original Papers