dc.contributor | Braibante, Mara Elisa Fortes | |
dc.contributor | http://lattes.cnpq.br/0685197822607977 | |
dc.contributor | Cunha, Silvio do Desterro | |
dc.contributor | http://lattes.cnpq.br/5661286013847300 | |
dc.contributor | Morel, Ademir Farias | |
dc.contributor | http://lattes.cnpq.br/3554994385525333 | |
dc.contributor | Bonacorso, Helio Gauze | |
dc.contributor | http://lattes.cnpq.br/7275608974248322 | |
dc.contributor | Marques, Miriam Ines | |
dc.creator | Costa, Carla Cristiane | |
dc.date.accessioned | 2017-05-11 | |
dc.date.available | 2017-05-11 | |
dc.date.created | 2017-05-11 | |
dc.date.issued | 2007-05-10 | |
dc.identifier | COSTA, Carla Cristiane. β-enamino carbonylic compounds: obtaining using microwaves, evaluation of it s reactivity and antimicrobial activity. 2007. 199 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2007. | |
dc.identifier | http://repositorio.ufsm.br/handle/1/4284 | |
dc.description.abstract | In this work, we explored new methodologies to obtain β-enamino carbonylic compounds derived from 1,3-dicarbonyl and α-amino acids using microwave and solvent
free conditions. The β-enamino carbonylic compounds were prepared by the reaction of 1,3- dicarbonyl compounds, acetilacetone, ethyl acetoacetate or ethyl 2-oxo-1-
cyclopentanecarboxylate with α-amino esters hydrochlorides derived from glycine, Lalanine, L-serine and L-proline. The reactions were performed with or without solid support
(K-10 or KSF) using microwave irradiation. An addition aim of this study is the investigation of the reactivity of the β-enamino carbonylic compounds, with the possibility of creating
alternative synthetic routes for heterocyclic compounds. The reactivity of the acyclic β-enamino carbonylic (C,N-dinucleophiles) was evaluated by reactions with the 1,2-diketones. To evaluate the influence of the group -CHR1COOEt (N- substituted) on the reactivity of the
β-enamino carbonyl compounds obtained by reduction reactions, we used NaBH4/EtOH, which is effective for the selective reduction of the derived compounds of the acetilacetone or ethyl 2-oxo-1-cyclopentanecarboxylate giving their respective β-hidroxyenamino products.
The reactivity of diethyl-3-benzylamino-2-pentenedioate was also evaluated using NaBH4, where the methylene acetate fragment (-CHR1COOEt), instead of being bonded to the
nitrogen atom, is bonded to the β-carbon atom. This model allows us to evaluate the complexation of the nitrogen atom and carbonyl carbon atom with the tetrahydroborate and
subsequent hydride transfer allowing a comparison with the reductions mentioned previously. The antimicrobial activity of the cyclic β-enamino carbonylic coumpounds, β-
hydroxyenamino and of the heterocyclic 2-pyrrolin-5-one obtained, was investigated by the Bioautography method against different indicative microorganisms. | |
dc.publisher | Universidade Federal de Santa Maria | |
dc.publisher | BR | |
dc.publisher | Química | |
dc.publisher | UFSM | |
dc.publisher | Programa de Pós-Graduação em Química | |
dc.rights | Acesso Aberto | |
dc.subject | Montmorillonita | |
dc.subject | Microondas | |
dc.subject | β-enamino carbonílicos | |
dc.subject | Microwave | |
dc.subject | Atividade antimicrobiana | |
dc.subject | Montmorillonite | |
dc.subject | β-enamino carbonylic compounds | |
dc.subject | Antimicrobial activity | |
dc.title | Compostos β-enamino carbonílicos: obtenção utilizando microondas, avaliação da sua reatividade e atividade antimicrobiana | |
dc.type | Tese | |