One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid

Autores
Jios, Jorge Luis; Metzler-Nolte, Nils; Vázquez, Patricia Graciela; Romanelli, Gustavo Pablo
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A series of ferrocene-containing dihydropyrimidines (DHPs) were prepared by the one-pot Biginelli reaction of formylferrocene, 1,3-dicarbonyl component and urea/thiourea. The reaction was catalyzed by a commercial Keggin heteropolyacid (H₄SiMo₁₂O₄₀) as a safe, clean and recyclable catalyst. Three different synthetic protocols were examined in order to improve the yields of the reaction and to elucidate its mechanism. Intermediates of the competitive Knoevenagel reaction were also isolated. The methodology is operationally simple and provides access to highly substituted dihydropyrimidines containing ferrocene in very good yields. The catalyst can be used and recycled without appreciable loss of the catalytic activity.
Facultad de Ciencias Exactas
Planta Piloto Multipropósito - Laboratorio de Servicios a la Industria y al Sistema Científico
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Materia
Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
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:10915/133037
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/133037
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacidJios, Jorge LuisMetzler-Nolte, NilsVázquez, Patricia GracielaRomanelli, Gustavo PabloCiencias ExactasQuímicaFerroceneDihydropyrimidinonesBiginelli reactionRecyclable Keggin heteropolyacidOne-pot reactionA series of ferrocene-containing dihydropyrimidines (DHPs) were prepared by the one-pot Biginelli reaction of formylferrocene, 1,3-dicarbonyl component and urea/thiourea. The reaction was catalyzed by a commercial Keggin heteropolyacid (H₄SiMo₁₂O₄₀) as a safe, clean and recyclable catalyst. Three different synthetic protocols were examined in order to improve the yields of the reaction and to elucidate its mechanism. Intermediates of the competitive Knoevenagel reaction were also isolated. The methodology is operationally simple and provides access to highly substituted dihydropyrimidines containing ferrocene in very good yields. The catalyst can be used and recycled without appreciable loss of the catalytic activity.Facultad de Ciencias ExactasPlanta Piloto Multipropósito - Laboratorio de Servicios a la Industria y al Sistema CientíficoCentro de Investigación y Desarrollo en Ciencias Aplicadas2016-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf977-986http://sedici.unlp.edu.ar/handle/10915/133037enginfo:eu-repo/semantics/altIdentifier/issn/0922-6168info:eu-repo/semantics/altIdentifier/issn/1568-5675info:eu-repo/semantics/altIdentifier/doi/10.1007/s11164-015-2067-5info: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:UNLP2025-10-15T11:23:53Zoai:sedici.unlp.edu.ar:10915/133037Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-15 11:23:54.113SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
title One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
spellingShingle One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
Jios, Jorge Luis
Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
title_short One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
title_full One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
title_fullStr One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
title_full_unstemmed One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
title_sort One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
dc.creator.none.fl_str_mv Jios, Jorge Luis
Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
author Jios, Jorge Luis
author_facet Jios, Jorge Luis
Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
author_role author
author2 Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
author2_role author
author
author
dc.subject.none.fl_str_mv Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
topic Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
dc.description.none.fl_txt_mv A series of ferrocene-containing dihydropyrimidines (DHPs) were prepared by the one-pot Biginelli reaction of formylferrocene, 1,3-dicarbonyl component and urea/thiourea. The reaction was catalyzed by a commercial Keggin heteropolyacid (H₄SiMo₁₂O₄₀) as a safe, clean and recyclable catalyst. Three different synthetic protocols were examined in order to improve the yields of the reaction and to elucidate its mechanism. Intermediates of the competitive Knoevenagel reaction were also isolated. The methodology is operationally simple and provides access to highly substituted dihydropyrimidines containing ferrocene in very good yields. The catalyst can be used and recycled without appreciable loss of the catalytic activity.
Facultad de Ciencias Exactas
Planta Piloto Multipropósito - Laboratorio de Servicios a la Industria y al Sistema Científico
Centro de Investigación y Desarrollo en Ciencias Aplicadas
description A series of ferrocene-containing dihydropyrimidines (DHPs) were prepared by the one-pot Biginelli reaction of formylferrocene, 1,3-dicarbonyl component and urea/thiourea. The reaction was catalyzed by a commercial Keggin heteropolyacid (H₄SiMo₁₂O₄₀) as a safe, clean and recyclable catalyst. Three different synthetic protocols were examined in order to improve the yields of the reaction and to elucidate its mechanism. Intermediates of the competitive Knoevenagel reaction were also isolated. The methodology is operationally simple and provides access to highly substituted dihydropyrimidines containing ferrocene in very good yields. The catalyst can be used and recycled without appreciable loss of the catalytic activity.
publishDate 2016
dc.date.none.fl_str_mv 2016-02
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/10915/133037
url http://sedici.unlp.edu.ar/handle/10915/133037
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0922-6168
info:eu-repo/semantics/altIdentifier/issn/1568-5675
info:eu-repo/semantics/altIdentifier/doi/10.1007/s11164-015-2067-5
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
977-986
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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