Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block

Autores
Portilla Zúñiga, Omar Miguel; Sathicq, Angel Gabriel; Martínez, José J.; Fernandes, Sergio A.; Rezende, Terezinha R. M.; Romanelli, Gustavo Pablo
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
An efficient, suitable and high yielding method has been developed employing the use of the renewable platform molecule furfural for the synthesis of Biginelli derivatives via a three-component domino reaction through a combination of aldehydes (furfural), β-ketoesters, and urea or thiourea using Preyssler heteropolyacid H14NaP5W29MoO110 encapsulated in a silica framework as the catalyst. The reaction was carried out under solvent-free conditions, affording very good yields using thermal and microwave heating. Atom economy, an environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol. The Preyssler catalyst embedded in the silica matrix is insoluble in polar and apolar media, which allows easy removal of the reaction products without affecting its catalytic activity.
Fil: Portilla Zúñiga, Omar Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Martínez, José J.. Universidade Federal de Viçosa; Brasil
Fil: Fernandes, Sergio A.. Universidade Federal de Viçosa; Brasil
Fil: Rezende, Terezinha R. M.. Universidade Federal de Viçosa; Brasil
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Cátedra de Química Orgánica; Argentina
Materia
BIGINELLI ADDUCTS
BIOMASS BUILDING BLOCK
FURFURAL DERIVATIVES
MICROWARE SYNTHESIS
MULTICOMPONENT REACTIONS
PREYSSLER CATALYST
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/85215

id CONICETDig_cffb2aaee8882070592c9541b0618568
oai_identifier_str oai:ri.conicet.gov.ar:11336/85215
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building blockPortilla Zúñiga, Omar MiguelSathicq, Angel GabrielMartínez, José J.Fernandes, Sergio A.Rezende, Terezinha R. M.Romanelli, Gustavo PabloBIGINELLI ADDUCTSBIOMASS BUILDING BLOCKFURFURAL DERIVATIVESMICROWARE SYNTHESISMULTICOMPONENT REACTIONSPREYSSLER CATALYSThttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1An efficient, suitable and high yielding method has been developed employing the use of the renewable platform molecule furfural for the synthesis of Biginelli derivatives via a three-component domino reaction through a combination of aldehydes (furfural), β-ketoesters, and urea or thiourea using Preyssler heteropolyacid H14NaP5W29MoO110 encapsulated in a silica framework as the catalyst. The reaction was carried out under solvent-free conditions, affording very good yields using thermal and microwave heating. Atom economy, an environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol. The Preyssler catalyst embedded in the silica matrix is insoluble in polar and apolar media, which allows easy removal of the reaction products without affecting its catalytic activity.Fil: Portilla Zúñiga, Omar Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Martínez, José J.. Universidade Federal de Viçosa; BrasilFil: Fernandes, Sergio A.. Universidade Federal de Viçosa; BrasilFil: Rezende, Terezinha R. M.. Universidade Federal de Viçosa; BrasilFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Cátedra de Química Orgánica; ArgentinaElsevier Inc2018-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/85215Portilla Zúñiga, Omar Miguel; Sathicq, Angel Gabriel; Martínez, José J.; Fernandes, Sergio A.; Rezende, Terezinha R. M.; et al.; Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block; Elsevier Inc; Sustainable Chemistry and Pharmacy; 10; 12-2018; 50-552352-5541CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.scp.2018.09.002info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S2352554118301153info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:34Zoai:ri.conicet.gov.ar:11336/85215instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:47:34.621CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
title Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
spellingShingle Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
Portilla Zúñiga, Omar Miguel
BIGINELLI ADDUCTS
BIOMASS BUILDING BLOCK
FURFURAL DERIVATIVES
MICROWARE SYNTHESIS
MULTICOMPONENT REACTIONS
PREYSSLER CATALYST
title_short Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
title_full Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
title_fullStr Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
title_full_unstemmed Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
title_sort Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block
dc.creator.none.fl_str_mv Portilla Zúñiga, Omar Miguel
Sathicq, Angel Gabriel
Martínez, José J.
Fernandes, Sergio A.
Rezende, Terezinha R. M.
Romanelli, Gustavo Pablo
author Portilla Zúñiga, Omar Miguel
author_facet Portilla Zúñiga, Omar Miguel
Sathicq, Angel Gabriel
Martínez, José J.
Fernandes, Sergio A.
Rezende, Terezinha R. M.
Romanelli, Gustavo Pablo
author_role author
author2 Sathicq, Angel Gabriel
Martínez, José J.
Fernandes, Sergio A.
Rezende, Terezinha R. M.
Romanelli, Gustavo Pablo
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv BIGINELLI ADDUCTS
BIOMASS BUILDING BLOCK
FURFURAL DERIVATIVES
MICROWARE SYNTHESIS
MULTICOMPONENT REACTIONS
PREYSSLER CATALYST
topic BIGINELLI ADDUCTS
BIOMASS BUILDING BLOCK
FURFURAL DERIVATIVES
MICROWARE SYNTHESIS
MULTICOMPONENT REACTIONS
PREYSSLER CATALYST
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv An efficient, suitable and high yielding method has been developed employing the use of the renewable platform molecule furfural for the synthesis of Biginelli derivatives via a three-component domino reaction through a combination of aldehydes (furfural), β-ketoesters, and urea or thiourea using Preyssler heteropolyacid H14NaP5W29MoO110 encapsulated in a silica framework as the catalyst. The reaction was carried out under solvent-free conditions, affording very good yields using thermal and microwave heating. Atom economy, an environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol. The Preyssler catalyst embedded in the silica matrix is insoluble in polar and apolar media, which allows easy removal of the reaction products without affecting its catalytic activity.
Fil: Portilla Zúñiga, Omar Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Martínez, José J.. Universidade Federal de Viçosa; Brasil
Fil: Fernandes, Sergio A.. Universidade Federal de Viçosa; Brasil
Fil: Rezende, Terezinha R. M.. Universidade Federal de Viçosa; Brasil
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Cátedra de Química Orgánica; Argentina
description An efficient, suitable and high yielding method has been developed employing the use of the renewable platform molecule furfural for the synthesis of Biginelli derivatives via a three-component domino reaction through a combination of aldehydes (furfural), β-ketoesters, and urea or thiourea using Preyssler heteropolyacid H14NaP5W29MoO110 encapsulated in a silica framework as the catalyst. The reaction was carried out under solvent-free conditions, affording very good yields using thermal and microwave heating. Atom economy, an environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol. The Preyssler catalyst embedded in the silica matrix is insoluble in polar and apolar media, which allows easy removal of the reaction products without affecting its catalytic activity.
publishDate 2018
dc.date.none.fl_str_mv 2018-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/85215
Portilla Zúñiga, Omar Miguel; Sathicq, Angel Gabriel; Martínez, José J.; Fernandes, Sergio A.; Rezende, Terezinha R. M.; et al.; Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block; Elsevier Inc; Sustainable Chemistry and Pharmacy; 10; 12-2018; 50-55
2352-5541
CONICET Digital
CONICET
url http://hdl.handle.net/11336/85215
identifier_str_mv Portilla Zúñiga, Omar Miguel; Sathicq, Angel Gabriel; Martínez, José J.; Fernandes, Sergio A.; Rezende, Terezinha R. M.; et al.; Synthesis of Biginelli adducts using a Preyssler heteropolyacid in silica matrix from biomass building block; Elsevier Inc; Sustainable Chemistry and Pharmacy; 10; 12-2018; 50-55
2352-5541
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.scp.2018.09.002
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S2352554118301153
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Inc
publisher.none.fl_str_mv Elsevier Inc
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842268868174675968
score 13.13397