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
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