Síntese e estudo físico-químico de 1,3-imidazóis 2,4,5-trissubstituídos derivados de benzocalcogenazóis

Detalhes bibliográficos
Ano de defesa: 2016
Autor(a) principal: Heck, Elisiane Frantz
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Brasil
Química
UFSM
Programa de Pós-Graduação em Química
Centro de Ciências Naturais e Exatas
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: http://repositorio.ufsm.br/handle/1/17776
Resumo: In the following work, an unprecedented series of 2,4,5-trisubstituted 1,3-imidazoles were synthesized from 1,2-diketones and aryl aldehydes, targeting the union of two classes of heterocyclic rings, the imidazoles and benzocalcogenazoles in order to explore their physical, chemical and biological properties. The 1,2-diketones were obtained from a terminal arylalkyne oxidation reaction, with yields ranging from 80-95% and 84-90%, respectively, for derivatives of benzothiazoles and benzoxazoles. For the synthesis of 2,4,5-trisubstituted imidazole, used the modified Radziszewski multicomponent reaction, they are reacted where the 1,2-diketones and aryl aldehydes with ammonium acetate in acetic acid as solvent, at presence of BF3.OEt2 catalysts to obtain the imidazoles derivatives of benzoxazoles and SnCl2.2H2O for derivatives of benzothiazoles. The yields obtained for the compounds ranged from 72-98% and 68-94%, respectively. From the physico-chemical study, it was observed that the compounds fluorescence and the same varies with the substituent present in its structure. Five compounds, 2,4,5-trisubstituted imidazoles derivatives of benzoxazoles were evaluated for antinociceptive activity, and noted that one of these had a similar result to the positive control, indomethacin.