New methods for the selective alkylation of 3-thioxo-1,2,4-triazin-5-ones
| Autor: | Nermine A. Osman, Hanan A. Abdel-Fattah, Amany M. Ghanim, Azza M. Kadry, David W. Knight |
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| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Organic Chemistry chemistry.chemical_element Regioselectivity Alkylation 01 natural sciences Biochemistry Sulfur 0104 chemical sciences 010404 medicinal & biomolecular chemistry Carbenium ion chemistry.chemical_compound chemistry Drug Discovery Organic chemistry Palladium catalyst |
| Zdroj: | Tetrahedron Letters. 57:2215-2218 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2016.03.065 |
| Popis: | A method for regioselective alkylation of the 3-thiono-1,2,4-triazinone 10 at the sulfur atom is reported. Subsequent Claisen rearrangements, triggered either thermally or using a palladium catalyst, deliver N-alkylated products 13, while acid-catalysed rearrangements of examples where a tertiary carbenium ion can be generated, result in the formation of N-thioalkyl derivatives. |
| Databáze: | OpenAIRE |
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