A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst

Autores
Romanelli, Gustavo Pablo; Bennardi, Daniel Oscar; Ruiz, Diego Manuel; Baronetti, Graciela Teresita; Thomas, Horacio Jorge; Autino, Juan Carlos
Año de publicación
2004
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Substituted coumarins are synthesized from phenols and b-ketoesters by the Pechmann reaction, using a Wells–Dawson heteropolyacid (H6P2W18O62Æ24H2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1mol% of Wells–Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples).
Laboratorio de Estudio de Compuestos Orgánicos
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Universidad de Buenos Aires
Consejo Nacional de Investigaciones Científicas y Técnicas
Materia
Química
Coumarin
Heteropolyacid
Wells–Dawson catalyst
Pechmann reaction
4-Methylumbelliferone
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/156371
Acceder
id SEDICI_9dcc71a18e5e41e0d075deaa277da502
oai_identifier_str oai:sedici.unlp.edu.ar:10915/156371
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalystRomanelli, Gustavo PabloBennardi, Daniel OscarRuiz, Diego ManuelBaronetti, Graciela TeresitaThomas, Horacio JorgeAutino, Juan CarlosQuímicaCoumarinHeteropolyacidWells–Dawson catalystPechmann reaction4-MethylumbelliferoneSubstituted coumarins are synthesized from phenols and b-ketoesters by the Pechmann reaction, using a Wells–Dawson heteropolyacid (H6P2W18O62Æ24H2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1mol% of Wells–Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples).Laboratorio de Estudio de Compuestos OrgánicosCentro de Investigación y Desarrollo en Ciencias AplicadasUniversidad de Buenos AiresConsejo Nacional de Investigaciones Científicas y Técnicas2004info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf8935-8939http://sedici.unlp.edu.ar/handle/10915/156371enginfo:eu-repo/semantics/altIdentifier/issn/0040-4039info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2004.09.183info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-10-15T11:32:27Zoai:sedici.unlp.edu.ar:10915/156371Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-15 11:32:27.963SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
title A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
spellingShingle A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
Romanelli, Gustavo Pablo
Química
Coumarin
Heteropolyacid
Wells–Dawson catalyst
Pechmann reaction
4-Methylumbelliferone
title_short A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
title_full A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
title_fullStr A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
title_full_unstemmed A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
title_sort A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
dc.creator.none.fl_str_mv Romanelli, Gustavo Pablo
Bennardi, Daniel Oscar
Ruiz, Diego Manuel
Baronetti, Graciela Teresita
Thomas, Horacio Jorge
Autino, Juan Carlos
author Romanelli, Gustavo Pablo
author_facet Romanelli, Gustavo Pablo
Bennardi, Daniel Oscar
Ruiz, Diego Manuel
Baronetti, Graciela Teresita
Thomas, Horacio Jorge
Autino, Juan Carlos
author_role author
author2 Bennardi, Daniel Oscar
Ruiz, Diego Manuel
Baronetti, Graciela Teresita
Thomas, Horacio Jorge
Autino, Juan Carlos
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
Coumarin
Heteropolyacid
Wells–Dawson catalyst
Pechmann reaction
4-Methylumbelliferone
topic Química
Coumarin
Heteropolyacid
Wells–Dawson catalyst
Pechmann reaction
4-Methylumbelliferone
dc.description.none.fl_txt_mv Substituted coumarins are synthesized from phenols and b-ketoesters by the Pechmann reaction, using a Wells–Dawson heteropolyacid (H6P2W18O62Æ24H2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1mol% of Wells–Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples).
Laboratorio de Estudio de Compuestos Orgánicos
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Universidad de Buenos Aires
Consejo Nacional de Investigaciones Científicas y Técnicas
description Substituted coumarins are synthesized from phenols and b-ketoesters by the Pechmann reaction, using a Wells–Dawson heteropolyacid (H6P2W18O62Æ24H2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1mol% of Wells–Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples).
publishDate 2004
dc.date.none.fl_str_mv 2004
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/156371
url http://sedici.unlp.edu.ar/handle/10915/156371
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0040-4039
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2004.09.183
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
8935-8939
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.22299

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