Construction of Azacycles Based on Endo-Mode Cyclization of Allenes
| Autor: | Minoru Kobayashi, Yukie Takahashi, Shinji Kitagaki, Shoko Kubota, Chisato Mukai |
|---|---|
| Rok vydání: | 2004 |
| Předmět: |
Indole test
Aza Compounds Indoles Propanols Chemistry Allene Organic Chemistry Quinoline Stereoisomerism Amides Chemical synthesis Catalysis Pyrrole derivatives Alkadienes Bridged Bicyclo Compounds chemistry.chemical_compound Cyclization Heterocyclic Compounds Alkynes Quinolines Organic chemistry Azide Trialkyltin Compounds Oxidation-Reduction Amination |
| Zdroj: | The Journal of Organic Chemistry. 69:2128-2136 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo035729f |
| Popis: | A new procedure for constructing monocyclic five- and six-membered azacycles by the endo-mode ring-closing reaction of allenylazido derivatives under neutral conditions has been developed. The azabicyclo[m.n.0] compounds were prepared by applying this newly developed procedure. The seven-membered azacycle was prepared when the allene possessing an unsubstituted carboxyl amido functionality was submitted to the basic conditions. In addition, indole and quinoline skeletons were synthesized using this procedure. |
| Databáze: | OpenAIRE |
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