Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach

Detalhes bibliográficos
Autor(a) principal: Fernández-Galleguillos,Carlos
Data de Publicação: 2014
Outros Autores: Saavedra,Luis A., Gutierrez,Margarita
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000200020
Resumo: Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.
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spelling Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approachquinolineisoxazol1,3-dipolar cycloadditionclick chemistryHerein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.Sociedade Brasileira de Química2014-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000200020Journal of the Brazilian Chemical Society v.25 n.2 2014reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20140002info:eu-repo/semantics/openAccessFernández-Galleguillos,CarlosSaavedra,Luis A.Gutierrez,Margaritaeng2014-02-14T00:00:00Zoai:scielo:S0103-50532014000200020Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2014-02-14T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
title Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
spellingShingle Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
Fernández-Galleguillos,Carlos
quinoline
isoxazol
1,3-dipolar cycloaddition
click chemistry
title_short Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
title_full Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
title_fullStr Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
title_full_unstemmed Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
title_sort Synthesis of new 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click-chemistry approach
author Fernández-Galleguillos,Carlos
author_facet Fernández-Galleguillos,Carlos
Saavedra,Luis A.
Gutierrez,Margarita
author_role author
author2 Saavedra,Luis A.
Gutierrez,Margarita
author2_role author
author
dc.contributor.author.fl_str_mv Fernández-Galleguillos,Carlos
Saavedra,Luis A.
Gutierrez,Margarita
dc.subject.por.fl_str_mv quinoline
isoxazol
1,3-dipolar cycloaddition
click chemistry
topic quinoline
isoxazol
1,3-dipolar cycloaddition
click chemistry
description Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3-yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline-3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.
publishDate 2014
dc.date.none.fl_str_mv 2014-02-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000200020
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000200020
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0103-5053.20140002
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.25 n.2 2014
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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