- Etude des conditions d'acces aux 6H-, 7H- et 11H-pyrimidino, , , et carbazoles. 1
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The synthesis of dihydropyrimidinocarbazoles 12, 15 and 18 was achieved by cyclization of tetrahydrocarbazolones with triformamidomethane.The oxidation with potassium permanganate of dihydropyrimidinocarbazoles gave the pyrimidinocarbazoles 13, 16 and 19.The application of the Sandemeyer reaction to aminonitrocarbazoles gave cyanonitrocarbazoles which could be reduced to aminocyanocarbazoles 1 and 7.Intramolecular cyclization of the carbazoles 1 and 7 afforded 3,4-dihydro-4-oxo-6H-pyrimidinocarbazole 2 and 1,2-dihydro-1-oxo-6H-pyrimidinocarbazole 8.The 7-oxo-7,8,9,10-tetrahydro-6H-pyrimidinocarbazole 10 was obtained by cyclization of quinazolinyl hydrazone 9 with hydrochloric acid and acetic acid.The structure of the derivatives was determined by 1H-nmr and the Overhauser effect.
- Gazengel, Jean-Marie,Lancelot, Jean-Charles,Rault, Sylvain,Robba, Max
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p. 1135 - 1139
(2007/10/02)
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