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Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts
A suitable methodology of synthesis of coumarin derivatives by Pechmann reaction over heterogeneous solid acid catalysts in a free solvent media under microwave irradiation is described. Resorcinol, phenol and ethyl acetoacetate were selected as model reactants in the Pechmann condensation. The cata...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6149690/ https://www.ncbi.nlm.nih.gov/pubmed/29182553 http://dx.doi.org/10.3390/molecules22122072 |
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author | Bouasla, Souad Amaro-Gahete, Juan Esquivel, Dolores López, M. Isabel Jiménez-Sanchidrián, César Teguiche, Mabrouk Romero-Salguero, Francisco J. |
author_facet | Bouasla, Souad Amaro-Gahete, Juan Esquivel, Dolores López, M. Isabel Jiménez-Sanchidrián, César Teguiche, Mabrouk Romero-Salguero, Francisco J. |
author_sort | Bouasla, Souad |
collection | PubMed |
description | A suitable methodology of synthesis of coumarin derivatives by Pechmann reaction over heterogeneous solid acid catalysts in a free solvent media under microwave irradiation is described. Resorcinol, phenol and ethyl acetoacetate were selected as model reactants in the Pechmann condensation. The catalytic activity of several materials—Amberlyst-15, zeolite β and sulfonic acid functionalized hybrid silica—in solvent-free microwave-assisted synthesis of the corresponding coumarin derivatives has been investigated in detail. 7-Hydroxy-4-methylcoumarin and 4-methylcoumarin were obtained in 97% and 43% yields, respectively, over Amberlyst-15. This was the most active catalyst in the Pechmann reaction under studied conditions. |
format | Online Article Text |
id | pubmed-6149690 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-61496902018-11-13 Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts Bouasla, Souad Amaro-Gahete, Juan Esquivel, Dolores López, M. Isabel Jiménez-Sanchidrián, César Teguiche, Mabrouk Romero-Salguero, Francisco J. Molecules Article A suitable methodology of synthesis of coumarin derivatives by Pechmann reaction over heterogeneous solid acid catalysts in a free solvent media under microwave irradiation is described. Resorcinol, phenol and ethyl acetoacetate were selected as model reactants in the Pechmann condensation. The catalytic activity of several materials—Amberlyst-15, zeolite β and sulfonic acid functionalized hybrid silica—in solvent-free microwave-assisted synthesis of the corresponding coumarin derivatives has been investigated in detail. 7-Hydroxy-4-methylcoumarin and 4-methylcoumarin were obtained in 97% and 43% yields, respectively, over Amberlyst-15. This was the most active catalyst in the Pechmann reaction under studied conditions. MDPI 2017-11-28 /pmc/articles/PMC6149690/ /pubmed/29182553 http://dx.doi.org/10.3390/molecules22122072 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Bouasla, Souad Amaro-Gahete, Juan Esquivel, Dolores López, M. Isabel Jiménez-Sanchidrián, César Teguiche, Mabrouk Romero-Salguero, Francisco J. Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title | Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title_full | Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title_fullStr | Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title_full_unstemmed | Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title_short | Coumarin Derivatives Solvent-Free Synthesis under Microwave Irradiation over Heterogeneous Solid Catalysts |
title_sort | coumarin derivatives solvent-free synthesis under microwave irradiation over heterogeneous solid catalysts |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6149690/ https://www.ncbi.nlm.nih.gov/pubmed/29182553 http://dx.doi.org/10.3390/molecules22122072 |
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