Thermolysis of Geminal Diazides: Reagent-Free Synthesis of 3-Hydroxypyridines
| Autor: | Kevin A. Kunz, Stefan F. Kirsch, Hellmuth Erhardt |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Olefin fiber
Geminal 010405 organic chemistry Organic Chemistry Thermal decomposition 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Reagent Pyridine Moiety Organic chemistry Physical and Theoretical Chemistry |
| Zdroj: | Organic letters. 19(1) |
| ISSN: | 1523-7052 |
| Popis: | An operationally simple protocol for the rapid and efficient construction of highly substituted 3-hydroxypyridines is presented. The thermally induced cyclization of easily constructed geminal diazides derived from β-ketoesters having an additional olefin moiety affords the title compounds in yields up to 97% under reagent-free conditions. The new method allows for the synthesis of preparative quantities of material. Additionally, the synthetic utility of the pyridine products for the synthesis of valuable heterocycles is described. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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