Síntese de heteroarilazóis trialometilsubstituídos a partir de 2-acetilfurano e 2-acetiltiofeno
Ano de defesa: | 2004 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
Tipo de documento: | Tese |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
BR Química UFSM Programa de Pós-Graduação em Química |
Programa de Pós-Graduação: |
Não Informado pela instituição
|
Departamento: |
Não Informado pela instituição
|
País: |
Não Informado pela instituição
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Palavras-chave em Português: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/4218 |
Resumo: | The synthesis of 1,1,1-trihalo-4-methoxy-4-[2-thienyl]-3-buten-2-ones, 1,1,1-trihalo-4-methoxy-4-[2-furyl]-3-buten-2-ones and the respective trihalomethyl 1,3-butanone derivatives by trihaloacylation of dimethoxy acetals derived from 2-acetylthiophene and 2-acetylfuran is reported. This is a convenient method to obtain fluorinated and chlorinated 1,3-dielectrophiles from 2-acetylthiophene and 2-acetylfuran. The halogenated 1,3-dielectrophiles were used to synthesize six new series of 2-thienyl- and 2-furylazoles. Heterocyclization of 1,1,1-trifluoro[trichloro]-4-methoxy-4-[2-tienyl]-3-buten-2-one and 1,1,1-trifluoro[trichloro]-4-methoxy-4-[2-furyl]-3-buten-2-ones in to isoxazoles and pyrazoles derivatives as a new type of trihalomethylated bicyclic heterocycles is reported. The structure of all products were assigned by 1H and 13C NMR and mass spectrometry. |