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

被引:0
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作者
N. T. Pokhodylo
V. S. Matiychuk
N. B. Obushak
机构
[1] Ivan Franko Lviv National University,
来源
Chemistry of Heterocyclic Compounds | 2009年 / 45卷
关键词
1,3-benzothiazole derivatives; 1,3-thiazole derivatives; tetrazole; 1H-1,2,3-triazole; [1,2,3]triazolo[1,5-; ]quinazoline; heterocyclization; domino reaction;
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摘要
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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页码:483 / 488
页数:5
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