Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material
Autor(a) principal: | |
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Data de Publicação: | 2019 |
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=S0103-50532019000901825 |
Resumo: | In this work, we report the preparation of a copper-silica material (Cu/SiO2) by a sol-gel methodology and its characterization concerning composition and textural properties. The Cu/SiO2 material was successfully applied as a Lewis acid heterogeneous catalyst for the A3-coupling from 2-aminopyridine, aldehydes and alkynes to imidazo[1,2-a]pyridines (45-82%), which are relevant pharmacological scaffolds. The synthesis shows a number of advantages, such as easy separation from the reaction media and the minimal formation of metal aqueous wastes. Investigation of the mechanism supports the involvement of the formation of reaction intermediates inside the pores of the mesoporous material prior to 5-exo-dig cyclization. |
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Journal of the Brazilian Chemical Society (Online) |
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Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Materialimidazo[1,2-a]pyridinesheterogeneous catalystA3-coupling reactionIn this work, we report the preparation of a copper-silica material (Cu/SiO2) by a sol-gel methodology and its characterization concerning composition and textural properties. The Cu/SiO2 material was successfully applied as a Lewis acid heterogeneous catalyst for the A3-coupling from 2-aminopyridine, aldehydes and alkynes to imidazo[1,2-a]pyridines (45-82%), which are relevant pharmacological scaffolds. The synthesis shows a number of advantages, such as easy separation from the reaction media and the minimal formation of metal aqueous wastes. Investigation of the mechanism supports the involvement of the formation of reaction intermediates inside the pores of the mesoporous material prior to 5-exo-dig cyclization.Sociedade Brasileira de Química2019-09-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000901825Journal of the Brazilian Chemical Society v.30 n.9 2019reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20190089info:eu-repo/semantics/openAccessSalles,Helena D. deSilva,Tiago L. daRadatz,Cátia S.Affeldt,Ricardo F.Benvenutti,Edilson V.Schneider,Paulo H.eng2019-09-11T00:00:00Zoai:scielo:S0103-50532019000901825Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2019-09-11T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
title |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
spellingShingle |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material Salles,Helena D. de imidazo[1,2-a]pyridines heterogeneous catalyst A3-coupling reaction |
title_short |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
title_full |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
title_fullStr |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
title_full_unstemmed |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
title_sort |
Imidazo[1,2-a]pyridine A3-Coupling Catalyzed by a Cu/SiO2 Material |
author |
Salles,Helena D. de |
author_facet |
Salles,Helena D. de Silva,Tiago L. da Radatz,Cátia S. Affeldt,Ricardo F. Benvenutti,Edilson V. Schneider,Paulo H. |
author_role |
author |
author2 |
Silva,Tiago L. da Radatz,Cátia S. Affeldt,Ricardo F. Benvenutti,Edilson V. Schneider,Paulo H. |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Salles,Helena D. de Silva,Tiago L. da Radatz,Cátia S. Affeldt,Ricardo F. Benvenutti,Edilson V. Schneider,Paulo H. |
dc.subject.por.fl_str_mv |
imidazo[1,2-a]pyridines heterogeneous catalyst A3-coupling reaction |
topic |
imidazo[1,2-a]pyridines heterogeneous catalyst A3-coupling reaction |
description |
In this work, we report the preparation of a copper-silica material (Cu/SiO2) by a sol-gel methodology and its characterization concerning composition and textural properties. The Cu/SiO2 material was successfully applied as a Lewis acid heterogeneous catalyst for the A3-coupling from 2-aminopyridine, aldehydes and alkynes to imidazo[1,2-a]pyridines (45-82%), which are relevant pharmacological scaffolds. The synthesis shows a number of advantages, such as easy separation from the reaction media and the minimal formation of metal aqueous wastes. Investigation of the mechanism supports the involvement of the formation of reaction intermediates inside the pores of the mesoporous material prior to 5-exo-dig cyclization. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-09-01 |
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=S0103-50532019000901825 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000901825 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20190089 |
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.30 n.9 2019 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_ |
1750318182122389504 |