Regio- and Diastereoselective Synthesis of Substituted Triazolo [3,4-b]thiadiazin-6-ols and Triazolo[3,4-b]thiadiazines
| Autor: | Azim Ziyaei Halimehjani, Mahsa Mohammadlou |
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| Rok vydání: | 2023 |
| Předmět: | |
| Zdroj: | Synthesis. |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/a-2017-4814 |
| Popis: | An efficient, catalyst-free, regio- and diastereoselective approach for the synthesis of novel 7-aryl-3-alkyl(aryl)-6-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ols has been developed via the reaction of 4-amino-[1,2,4]triazole-3-thiols with nitroepoxides in methanol at room temperature. The products were simply dehydrated in the presence of PTSA in ethanol at 70 °C to afford the corresponding 7-aryl-3-alkyl(aryl)-6-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines in 91–98% yields. In addition, treatment of the product with acidic chloroform afforded the corresponding α-((4-amino-5-methyl-4H-1,2,4-triazol-3-yl)thio)-α-phenylpropan-2-one in quantitative yield. |
| Databáze: | OpenAIRE |
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