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Regio- and diastereoselective synthesis of substituted triazolo [3,4- b ]thiadiazin-6-ols and triazolo[3,4- b ]thiadiazines
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Regio- and diastereoselective synthesis of substituted triazolo [3,4- b ]thiadiazin-6-ols and triazolo[3,4- b ]thiadiazines

Mohammadlou, M

Regio- and diastereoselective synthesis of substituted triazolo [3,4- b ]thiadiazin-6-ols and triazolo[3,4- b ]thiadiazines

Mohammadlou, M ; Sharif University of Technology | 2023

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  1. Type of Document: Article
  2. DOI: 10.1055/a-2017-4814
  3. Publisher: Georg Thieme Verlag , 2023
  4. Abstract:
  5. 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 ?-((4-amino-5-methyl- 4H-1,2,4-triazol-3-yl)thio) ?-phenylpropan-2-one in quantitative yield. © 2023 Georg Thieme Verlag. All rights reserved
  6. Keywords:
  7. 6,7-dihydro-5 H -[1,2,4]triazolo[3,4- b ][1,3,4]thiadiazin-6-ols ; 7 H -[1,2,4]triazolo[3,4- b ][1,3,4]thiadiazines ; Catalyst-free ; Diastereoselective ; Nitroepoxide
  8. Source: Synthesis (Germany) ; 2023 ; 00397881 (ISSN)
  9. URL: https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-2017-4814