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

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 di...

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Detalles Bibliográficos
Autores principales: Jios, Jorge Luis, Metzler-Nolte, Nils, Vázquez, Patricia Graciela, Romanelli, Gustavo Pablo
Formato: Articulo
Lenguaje:Inglés
Publicado: 2016
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/133037
Aporte de:
id I19-R120-10915-133037
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
spellingShingle Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
Jios, Jorge Luis
Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
topic_facet Ciencias Exactas
Química
Ferrocene
Dihydropyrimidinones
Biginelli reaction
Recyclable Keggin heteropolyacid
One-pot reaction
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.
format Articulo
Articulo
author Jios, Jorge Luis
Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
author_facet Jios, Jorge Luis
Metzler-Nolte, Nils
Vázquez, Patricia Graciela
Romanelli, Gustavo Pablo
author_sort Jios, Jorge Luis
title One-pot synthesis of ferrocenyl-pyrimidones using a recyclable molibdosilicic H₄SiMo₁₂O₄₀ heteropolyacid
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
publishDate 2016
url http://sedici.unlp.edu.ar/handle/10915/133037
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