Synthesis of 1H-1,2,3-triazole derivatives by the cyclization of aryl azides with 2-benzothiazolylacetonone, 1,3-benzo-thiazol-2-ylacetonitrile,and (4-aryl-1,3-thiazol-2-yl)acetonitriles |
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Authors: | N T Pokhodylo V S Matiychuk N B Obushak |
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Institution: | (1) Ivan Franko Lviv National University, Lviv, 79005, Ukraine |
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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]triazolo1,5-a]quinazoline derivatives.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 612–618, April, 2009. |
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Keywords: | 1 3-benzothiazole derivatives 1 3-thiazole derivatives tetrazole 1H-1 2 3-triazole [1 2 3]triazolo[1 5-a]quinazoline heterocyclization domino reaction |
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