Photochemical synthesis of 6-substituted 12-oxo-6,12-dihydroazepino[2,1-b]quinazolines
| Autor: | Daria Yu. Dzhons, V. I. Faerman, Andrey S. Shavyrin, A. V. Budruev, Georgy K. Fukin |
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| Rok vydání: | 2016 |
| Předmět: |
Annulation
Nucleophilic addition Chemistry Aryl Organic Chemistry 010402 general chemistry 010403 inorganic & nuclear chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Intramolecular force Quinazoline Organic chemistry Amine gas treating Azide Azepine |
| Zdroj: | Chemistry of Heterocyclic Compounds. 52:694-699 |
| ISSN: | 1573-8353 0009-3122 |
| DOI: | 10.1007/s10593-016-1951-2 |
| Popis: | A method for the synthesis of 6-substituted 12-oxo-6,12-dihydroazepino[2,1-b]quinazolines via a photoinitiated reaction of orthosubstituted aryl azides with sodium 2-aminobenzoate is proposed. Stepwise annulation of the quinazoline system to the azepine ring occurs during nucleophilic addition of an amine to a cyclic keteneimine generated by photolysis of an aryl azide and subsequent intramolecular condensation of the intermediate product. |
| Databáze: | OpenAIRE |
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