S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses
Ano de defesa: | 2008 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
Tipo de documento: | Tese |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal Rural do Rio de Janeiro
|
Programa de Pós-Graduação: |
Programa de P?s-Gradua??o em Qu?mica
|
Departamento: |
Instituto de Ci?ncias Exatas
|
País: |
Brasil
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | https://tede.ufrrj.br/jspui/handle/tede/42 |
Resumo: | In this work it was investigeted the use of microwaves and supported reagents to the synthesis of ?-lapachone, nor-?-apachone and ?-lapachone-3-sulfonic acid naphthoimidazole derivatives. The purpose was to develop a methodology in agreement with the environmental exigencies, by the reduction of solvents use, more efficient energy transfer processes use of microwaves, with fastness and yelds improvments, choosing the apropriate conditions and supported reagents. Beyond of the synthesis of the naphthoimidazoles derivatives, to the most simple ?-lapachone imidazole derivative (without substituint at the position 2 of the imidazole ring): a) it was investigated its resactivity toward eletrophilic aromatic substitution nitration, comparing the selectivity of diferent reactional systems (homogeneous and heterogeneous with supported reagents); b) it was investigated the tautomeric distribution of the products of nucleophilic substitution on the nitrogen atoms of the imidazolic ring methylation; and, c) it was investigated the reactivity of this compound toward dimerization reaction, which is possible to those imidazole systems with stabilization possibilities to the radicalar intermediaries species that are formed along the reaction. Some of the compounds prepaired were investigated about their inhibitory activity against the tripomatigote form of T.cruzi. Among them, the imidazolic derivative of ?-lapachone with no substituint showed one of the better results found in this investigation. |
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Ferreira, Aur?lio Baird Buarque237.924.007-82http://lattes.cnpq.br/5526484175547597075.112.367-66http://lattes.cnpq.br/1282321674623999Silva, Ari Miranda da2016-04-26T13:58:12Z2009-11-302008-12-18SILVA, Ari Miranda da. S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses. 2008. 340 f. Tese (Doutorado em Qu?mica Org?nica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica, 2008.https://tede.ufrrj.br/jspui/handle/tede/42In this work it was investigeted the use of microwaves and supported reagents to the synthesis of ?-lapachone, nor-?-apachone and ?-lapachone-3-sulfonic acid naphthoimidazole derivatives. The purpose was to develop a methodology in agreement with the environmental exigencies, by the reduction of solvents use, more efficient energy transfer processes use of microwaves, with fastness and yelds improvments, choosing the apropriate conditions and supported reagents. Beyond of the synthesis of the naphthoimidazoles derivatives, to the most simple ?-lapachone imidazole derivative (without substituint at the position 2 of the imidazole ring): a) it was investigated its resactivity toward eletrophilic aromatic substitution nitration, comparing the selectivity of diferent reactional systems (homogeneous and heterogeneous with supported reagents); b) it was investigated the tautomeric distribution of the products of nucleophilic substitution on the nitrogen atoms of the imidazolic ring methylation; and, c) it was investigated the reactivity of this compound toward dimerization reaction, which is possible to those imidazole systems with stabilization possibilities to the radicalar intermediaries species that are formed along the reaction. Some of the compounds prepaired were investigated about their inhibitory activity against the tripomatigote form of T.cruzi. Among them, the imidazolic derivative of ?-lapachone with no substituint showed one of the better results found in this investigation.Neste trabalho foi investigado o uso de microondas e reagentes suportados para a s?ntese de naftoimidaz?is derivados da ?-lapachona, nor-?-lapachona e do ?cido ?-lapachona-3- sulf?nico. O objetivo foi desenvolver uma metodologia mais adequada ?s exig?ncias ambientais com minimiza??o do uso de solventes, transfer?ncia de energia com mais efici?ncia uso de microondas, maior rapidez e melhoria de rendimentos, pela escolha de condi??es e dos melhores suportes. Al?m da s?ntese dos naftoimidaz?is, para o derivado imidaz?lico mais simples da ?-lapachona (sem substituinte na posi??o 2 do n?cleo imidaz?lico): a) avaliou-se sua reatividade frente ? rea??o de substitui??o eletrofilica arom?tica nitra??o, comparando a seletividade de sistemas reacionais diferentes (homog?neo e heterog?neo utilizando reagente suportado); b) verificou-se a distribui??o tautom?rica dos produtos da rea??o de substitui??o nucleof?lica sobre os ?tomos de nitrog?nio do anel imidaz?lico metila??o; e, c) verificou-se a reatividade deste composto na rea??o de dimeriza??o, poss?vel para compostos imidaz?licos que possuam algum modo de estabiliza??o para os intermedi?rios radicalares que s?o gerados durante a rea??o. Alguns dos compostos preparados foram avaliados quanto sua capacidade inibit?ria frente ? forma tripomastigota do T.cruzi. Dentre os quais, o derivado imidaz?lico n?o substitu?do da ?-lapachona apresentou um dos melhores resultados encontrados nesta avalia??o.Made available in DSpace on 2016-04-26T13:58:12Z (GMT). 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dc.title.por.fl_str_mv |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
dc.title.alternative.eng.fl_str_mv |
Synthsis of new naphthoimidazole derivatives from ?-lapachona and related compounds, using irradiation on microwaves region and supported reagents, and other synthesis |
title |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
spellingShingle |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses Silva, Ari Miranda da ?-lapachona imidazol microondas reagente supotado nitra??o ?-lapachone imidazole mivrowaves supported reagent nitration Qu?mica |
title_short |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
title_full |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
title_fullStr |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
title_full_unstemmed |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
title_sort |
S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses |
author |
Silva, Ari Miranda da |
author_facet |
Silva, Ari Miranda da |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Ferreira, Aur?lio Baird Buarque |
dc.contributor.advisor1ID.fl_str_mv |
237.924.007-82 |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/5526484175547597 |
dc.contributor.authorID.fl_str_mv |
075.112.367-66 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/1282321674623999 |
dc.contributor.author.fl_str_mv |
Silva, Ari Miranda da |
contributor_str_mv |
Ferreira, Aur?lio Baird Buarque |
dc.subject.por.fl_str_mv |
?-lapachona imidazol microondas reagente supotado nitra??o |
topic |
?-lapachona imidazol microondas reagente supotado nitra??o ?-lapachone imidazole mivrowaves supported reagent nitration Qu?mica |
dc.subject.eng.fl_str_mv |
?-lapachone imidazole mivrowaves supported reagent nitration |
dc.subject.cnpq.fl_str_mv |
Qu?mica |
description |
In this work it was investigeted the use of microwaves and supported reagents to the synthesis of ?-lapachone, nor-?-apachone and ?-lapachone-3-sulfonic acid naphthoimidazole derivatives. The purpose was to develop a methodology in agreement with the environmental exigencies, by the reduction of solvents use, more efficient energy transfer processes use of microwaves, with fastness and yelds improvments, choosing the apropriate conditions and supported reagents. Beyond of the synthesis of the naphthoimidazoles derivatives, to the most simple ?-lapachone imidazole derivative (without substituint at the position 2 of the imidazole ring): a) it was investigated its resactivity toward eletrophilic aromatic substitution nitration, comparing the selectivity of diferent reactional systems (homogeneous and heterogeneous with supported reagents); b) it was investigated the tautomeric distribution of the products of nucleophilic substitution on the nitrogen atoms of the imidazolic ring methylation; and, c) it was investigated the reactivity of this compound toward dimerization reaction, which is possible to those imidazole systems with stabilization possibilities to the radicalar intermediaries species that are formed along the reaction. Some of the compounds prepaired were investigated about their inhibitory activity against the tripomatigote form of T.cruzi. Among them, the imidazolic derivative of ?-lapachone with no substituint showed one of the better results found in this investigation. |
publishDate |
2008 |
dc.date.issued.fl_str_mv |
2008-12-18 |
dc.date.available.fl_str_mv |
2009-11-30 |
dc.date.accessioned.fl_str_mv |
2016-04-26T13:58:12Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
SILVA, Ari Miranda da. S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses. 2008. 340 f. Tese (Doutorado em Qu?mica Org?nica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica, 2008. |
dc.identifier.uri.fl_str_mv |
https://tede.ufrrj.br/jspui/handle/tede/42 |
identifier_str_mv |
SILVA, Ari Miranda da. S?ntese de novos naftoimidaz?is derivados de ?-lapachona e compostos relacionados, empregando irradia??o na regi?o de microondas e reagentes suportados, e outras s?nteses. 2008. 340 f. Tese (Doutorado em Qu?mica Org?nica) - Instituto de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica, 2008. |
url |
https://tede.ufrrj.br/jspui/handle/tede/42 |
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por |
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openAccess |
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Universidade Federal Rural do Rio de Janeiro |
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Programa de P?s-Gradua??o em Qu?mica |
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UFRRJ |
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Brasil |
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Instituto de Ci?ncias Exatas |
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Universidade Federal Rural do Rio de Janeiro |
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