Sintese de Heterociclos a partir de Enaminonas e Dinucleofilos
Gabriela Fehn Fiss,Marcos A Pinto Martins
Sintese de Heterociclos a partir de Enaminonas e Dinucleofilos
Gabriela Fehn Fiss,Marcos A Pinto Martins
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Sintese quimiosseletiva de 4-pirimidinocarboxilatos de etila e/ou 5-pirimidinoxalatos de etila via reacao de ciclocondensacao de b-dimetilaminoenonas [R1C(=O)C(=CNMe2)C(=O)CO2Et, onde R1 = Ph, 4-MeC6H4, 4-MeOC6H4, 4-BrC6H4, 4-ClC6H4, 4-FC6H4, 4-O2NC6H4, 2-tienil, benzo[b]furan-2-il e CF3] com 1,3-dinucleofilos do tipo NCN, tais como cloridrato de benzamidina ou cloridrato de 1H-1-pirazolil-carboxamidina; utilizacao de 4-pirimidinocarboxilatos de etila (quando R1 = Ph, 4-MeOC6H4, 4-FC6H4 e 2-tienil) na reacao de ciclizacao com monoidrato de hidrazina, levando a 7,8-diidropirimido[4,5-d]piridazin-8-onas. Neste trabalho, tambem foi estudada a reacao de condensacao de (3,5-dimetil-1H-1-pirazolil)alquilcetonas com N, N-dimetilformamida dimetilacetal, visando a obtencao de b-dimetilaminoenonas [PhC(=O)C(=CNMe2)(3,5-dimetil-1H-1-pirazolil), PhC(=O)C(=CNMe2)(3,5-dimetil-1H-1-pirazolilmetil) e MeC(=O)C(=CNMe2)(3,5-dimetil-1H-1-pirazolil)]; e sintese de 1,4’-biazois via reacao de ciclocondensacao de b-dimetilaminoenonas com diferentes 1,2-dinucleofilos, tais como monoidrato de hidrazina, cloridratos de terc-butilidrazina, de fenilidrazina, de hidroxilamina, ou carboximetilidrazina.
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