The use of benzil to obtain functionalized N-heterocycles
Autor(a) principal: | |
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Data de Publicação: | 2008 |
Outros Autores: | , , , |
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=S0103-50532008000500015 |
Resumo: | In this work, the reactivity of benzil was studied, employing C, N- and N, N-nucleophiles, such as ethyl(3-amino substituted) 2-butenoates 4a-c , (S, Z)-ethyl 3-(1-ethoxy-3-hydroxy-1-oxopropan-2-ylamino)but-2-enoate 6, semicarbazide 8 or thiosemicarbazide 10, to evaluate their electrophilic centers as building blocks for the synthesis of the polyfunctionalized heterocyclic compounds, resulting in pyrrolinone 5a-c, pyrrole 7, triazinone 9 and triazinethione 11. The employed benzil 3 was obtained by the oxidation of the benzoin under solvent free conditions in a comparative study between different protocols of oxidation, using the methodology under mild reaction conditions and supported reagent associated to the microwave irradiation, with good results and without aggressive reagents. |
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The use of benzil to obtain functionalized N-heterocyclessolid supportbenzilN-heterocyclesIn this work, the reactivity of benzil was studied, employing C, N- and N, N-nucleophiles, such as ethyl(3-amino substituted) 2-butenoates 4a-c , (S, Z)-ethyl 3-(1-ethoxy-3-hydroxy-1-oxopropan-2-ylamino)but-2-enoate 6, semicarbazide 8 or thiosemicarbazide 10, to evaluate their electrophilic centers as building blocks for the synthesis of the polyfunctionalized heterocyclic compounds, resulting in pyrrolinone 5a-c, pyrrole 7, triazinone 9 and triazinethione 11. The employed benzil 3 was obtained by the oxidation of the benzoin under solvent free conditions in a comparative study between different protocols of oxidation, using the methodology under mild reaction conditions and supported reagent associated to the microwave irradiation, with good results and without aggressive reagents.Sociedade Brasileira de Química2008-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000500015Journal of the Brazilian Chemical Society v.19 n.5 2008reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532008000500015info:eu-repo/semantics/openAccessBraibante,Mara E. F.Braibante,Hugo T. S.Uliana,Marciana P.Costa,Carla C.Spenazzatto,Marceloeng2008-08-05T00:00:00Zoai:scielo:S0103-50532008000500015Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2008-08-05T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
The use of benzil to obtain functionalized N-heterocycles |
title |
The use of benzil to obtain functionalized N-heterocycles |
spellingShingle |
The use of benzil to obtain functionalized N-heterocycles Braibante,Mara E. F. solid support benzil N-heterocycles |
title_short |
The use of benzil to obtain functionalized N-heterocycles |
title_full |
The use of benzil to obtain functionalized N-heterocycles |
title_fullStr |
The use of benzil to obtain functionalized N-heterocycles |
title_full_unstemmed |
The use of benzil to obtain functionalized N-heterocycles |
title_sort |
The use of benzil to obtain functionalized N-heterocycles |
author |
Braibante,Mara E. F. |
author_facet |
Braibante,Mara E. F. Braibante,Hugo T. S. Uliana,Marciana P. Costa,Carla C. Spenazzatto,Marcelo |
author_role |
author |
author2 |
Braibante,Hugo T. S. Uliana,Marciana P. Costa,Carla C. Spenazzatto,Marcelo |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Braibante,Mara E. F. Braibante,Hugo T. S. Uliana,Marciana P. Costa,Carla C. Spenazzatto,Marcelo |
dc.subject.por.fl_str_mv |
solid support benzil N-heterocycles |
topic |
solid support benzil N-heterocycles |
description |
In this work, the reactivity of benzil was studied, employing C, N- and N, N-nucleophiles, such as ethyl(3-amino substituted) 2-butenoates 4a-c , (S, Z)-ethyl 3-(1-ethoxy-3-hydroxy-1-oxopropan-2-ylamino)but-2-enoate 6, semicarbazide 8 or thiosemicarbazide 10, to evaluate their electrophilic centers as building blocks for the synthesis of the polyfunctionalized heterocyclic compounds, resulting in pyrrolinone 5a-c, pyrrole 7, triazinone 9 and triazinethione 11. The employed benzil 3 was obtained by the oxidation of the benzoin under solvent free conditions in a comparative study between different protocols of oxidation, using the methodology under mild reaction conditions and supported reagent associated to the microwave irradiation, with good results and without aggressive reagents. |
publishDate |
2008 |
dc.date.none.fl_str_mv |
2008-01-01 |
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=S0103-50532008000500015 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000500015 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532008000500015 |
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.19 n.5 2008 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 |
_version_ |
1750318169004703744 |