The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones

Detalhes bibliográficos
Autor(a) principal: Cunha,Silvio
Data de Publicação: 2002
Outros Autores: Rodovalho,Waléria, Azevedo,Neucírio R., Mendonça,Marcos de O., Lariucci,Carlito, Vencato,Ivo
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=S0103-50532002000500014
Resumo: The reaction of N-(p-tolyl)-maleimide with enaminones afforded succinimide-containing enaminones in moderate to good yields, and these compounds were evaluated against E. coli and S. aureus, but no significant antibacterial activity was observed. The regiochemistry of the compounds was examined mechanistically within frontier molecular orbital considerations. In the solid state three-dimensional structure there is the formation of cooperative inter- and intramolecular NH...O and CH...O hydrogen bonding.
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spelling The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminonesenaminonessuccinimidemaleimideThe reaction of N-(p-tolyl)-maleimide with enaminones afforded succinimide-containing enaminones in moderate to good yields, and these compounds were evaluated against E. coli and S. aureus, but no significant antibacterial activity was observed. The regiochemistry of the compounds was examined mechanistically within frontier molecular orbital considerations. In the solid state three-dimensional structure there is the formation of cooperative inter- and intramolecular NH...O and CH...O hydrogen bonding.Sociedade Brasileira de Química2002-09-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532002000500014Journal of the Brazilian Chemical Society v.13 n.5 2002reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532002000500014info:eu-repo/semantics/openAccessCunha,SilvioRodovalho,WalériaAzevedo,Neucírio R.Mendonça,Marcos de O.Lariucci,CarlitoVencato,Ivoeng2008-10-08T00:00:00Zoai:scielo:S0103-50532002000500014Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2008-10-08T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
title The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
spellingShingle The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
Cunha,Silvio
enaminones
succinimide
maleimide
title_short The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
title_full The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
title_fullStr The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
title_full_unstemmed The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
title_sort The Michael Reaction of Enaminones with N-(p-tolyl)-maleimide: Synthesis and Structural Analysis of Succinimide-enaminones
author Cunha,Silvio
author_facet Cunha,Silvio
Rodovalho,Waléria
Azevedo,Neucírio R.
Mendonça,Marcos de O.
Lariucci,Carlito
Vencato,Ivo
author_role author
author2 Rodovalho,Waléria
Azevedo,Neucírio R.
Mendonça,Marcos de O.
Lariucci,Carlito
Vencato,Ivo
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Cunha,Silvio
Rodovalho,Waléria
Azevedo,Neucírio R.
Mendonça,Marcos de O.
Lariucci,Carlito
Vencato,Ivo
dc.subject.por.fl_str_mv enaminones
succinimide
maleimide
topic enaminones
succinimide
maleimide
description The reaction of N-(p-tolyl)-maleimide with enaminones afforded succinimide-containing enaminones in moderate to good yields, and these compounds were evaluated against E. coli and S. aureus, but no significant antibacterial activity was observed. The regiochemistry of the compounds was examined mechanistically within frontier molecular orbital considerations. In the solid state three-dimensional structure there is the formation of cooperative inter- and intramolecular NH...O and CH...O hydrogen bonding.
publishDate 2002
dc.date.none.fl_str_mv 2002-09-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532002000500014
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532002000500014
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532002000500014
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.13 n.5 2002
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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