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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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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Authors and Affiliations

  1. Ivan Franko Lviv National University, Lviv, 79005, Ukraine

    N. T. Pokhodylo, V. S. Matiychuk & N. B. Obushak

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  1. N. T. Pokhodylo
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  2. V. S. Matiychuk
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  3. N. B. Obushak
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Correspondence to N. B. Obushak.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 612–618, April, 2009.

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Pokhodylo, N.T., Matiychuk, V.S. & Obushak, N.B. 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. Chem Heterocycl Comp 45, 483–488 (2009). https://doi.org/10.1007/s10593-009-0287-6

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  • DOI: https://doi.org/10.1007/s10593-009-0287-6

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