Synthesis of pyrido[2,3-d]pyrimidine-2,4-diones from pyrimido-[4,5-e]-1,2,4-triazine-6,8-diones by reversed azadiene synthesis
Autor: | V. V. Kuz'menko, Alexander F. Pozharskii, Anna V. Gulevskaya, A. I. Chernyshev, S. E. Esipov, Sergei V. Shorshnev |
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Rok vydání: | 1990 |
Předmět: | |
Zdroj: | Chemistry of Heterocyclic Compounds. 26:191-200 |
ISSN: | 1573-8353 0009-3122 |
Popis: | It was shown that pyrimido[4,5-e]-1,2,4-triazine-6,8-diones enter the reversed azadiene synthesis reaction with ketones and vinyl ethyl ether in the presence of diethylamine or boron trifluoride etherate, and also with enamines. As a result of the reaction, pyrido[2,3-d]pyrimidine-2,4-diones are formed in good yield. Pyrimido[5,4-e]-1,2,4-triazine-5,7-diones do not undergo such reactions with acetone. The reasons for the unique behavior of the isomeric pyrimidotriazinediones in the reaction with acetone are discussed. |
Databáze: | OpenAIRE |
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