A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst
Seventeen examples are resolved, most of them in good to excellent yields, using the cheap WD catalyst. Substituted coumarins are synthesized from phenols and β-ketoesters by the Pechmann reaction, using a Wells-Dawson heteropolyacid (H 6P 2W 18O 62• 24H 2O) as catalyst by a solvent-free procedure....
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00404039_v45_n48_p8935_Romanelli |
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todo:paper_00404039_v45_n48_p8935_Romanelli2023-10-03T14:50:54Z A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst Romanelli, G.P. Bennardi, D. Ruiz, D.M. Baronetti, G. Thomas, H.J. Autino, J.C. 4-Methylumbelliferone Coumarin Heteropolyacid Pechmann reaction Wells-Dawson catalyst coumarin derivative solvent toluene article catalyst drug synthesis high temperature polymerization quantum yield reaction analysis substitution reaction temperature dependence Seventeen examples are resolved, most of them in good to excellent yields, using the cheap WD catalyst. Substituted coumarins are synthesized from phenols and β-ketoesters by the Pechmann reaction, using a Wells-Dawson heteropolyacid (H 6P 2W 18O 62• 24H 2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1 mol % 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). © 2004 Elsevier Ltd. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00404039_v45_n48_p8935_Romanelli |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
4-Methylumbelliferone Coumarin Heteropolyacid Pechmann reaction Wells-Dawson catalyst coumarin derivative solvent toluene article catalyst drug synthesis high temperature polymerization quantum yield reaction analysis substitution reaction temperature dependence |
| spellingShingle |
4-Methylumbelliferone Coumarin Heteropolyacid Pechmann reaction Wells-Dawson catalyst coumarin derivative solvent toluene article catalyst drug synthesis high temperature polymerization quantum yield reaction analysis substitution reaction temperature dependence Romanelli, G.P. Bennardi, D. Ruiz, D.M. Baronetti, G. Thomas, H.J. Autino, J.C. A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst |
| topic_facet |
4-Methylumbelliferone Coumarin Heteropolyacid Pechmann reaction Wells-Dawson catalyst coumarin derivative solvent toluene article catalyst drug synthesis high temperature polymerization quantum yield reaction analysis substitution reaction temperature dependence |
| description |
Seventeen examples are resolved, most of them in good to excellent yields, using the cheap WD catalyst. Substituted coumarins are synthesized from phenols and β-ketoesters by the Pechmann reaction, using a Wells-Dawson heteropolyacid (H 6P 2W 18O 62• 24H 2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1 mol % 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). © 2004 Elsevier Ltd. All rights reserved. |
| format |
JOUR |
| author |
Romanelli, G.P. Bennardi, D. Ruiz, D.M. Baronetti, G. Thomas, H.J. Autino, J.C. |
| author_facet |
Romanelli, G.P. Bennardi, D. Ruiz, D.M. Baronetti, G. Thomas, H.J. Autino, J.C. |
| author_sort |
Romanelli, G.P. |
| title |
A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst |
| 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 |
solvent-free synthesis of coumarins using a wells-dawson heteropolyacid as catalyst |
| url |
http://hdl.handle.net/20.500.12110/paper_00404039_v45_n48_p8935_Romanelli |
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