Abstract
In this work, we report the use of bulk Wells-Dawson acid (H6P2W18O62.24H2O) as a reusable, heterogeneous catalyst to obtain substituted 1,4-dihydropyridines for the Hantzsch multicomponent reaction, using various aldehydes, alkyl acetylacetates and ammonium acetate or aniline as source of ammonia. The reaction experiments were performed in the absence of solvent, at 80°C. Under these conditions fourteen examples were obtained with very good yields (90-98%) and high selectivity. The catalyst was easily recycled and reused without appreciable loss of their catalytic activity. The synthetic method presented is a simple, clean and environmentally friendly alternative for obtaining substituted dihydropyridines.
Keywords: Wells-Dawson, dihydropyridines, multicomponent reactions, acid catalysis, Hantzsch multicomponent reaction, Alzheimer's disease, Nifedipine, Felodipine, Amlodipine, heteropolyacid catalyst, phenols, imidoalcohols, dihydropyrimidinones, Biginelli, nuclear magnetic resonance, Drechsel method, TLC
Letters in Organic Chemistry
Title: An Efficient One-Step Hantzsch Multicomponent Synthesis of 1,4- Dihydropyridines Via a Wells-Dawson Heteropolyacid Catalyst Under Solvent-Free Conditions
Volume: 7 Issue: 7
Author(s): Angel G. Sathicq, Gustavo P. Romanelli, Agustin Ponzinibbio, Graciela T. Baronetti and Horacio J. Thomas
Affiliation:
Keywords: Wells-Dawson, dihydropyridines, multicomponent reactions, acid catalysis, Hantzsch multicomponent reaction, Alzheimer's disease, Nifedipine, Felodipine, Amlodipine, heteropolyacid catalyst, phenols, imidoalcohols, dihydropyrimidinones, Biginelli, nuclear magnetic resonance, Drechsel method, TLC
Abstract: In this work, we report the use of bulk Wells-Dawson acid (H6P2W18O62.24H2O) as a reusable, heterogeneous catalyst to obtain substituted 1,4-dihydropyridines for the Hantzsch multicomponent reaction, using various aldehydes, alkyl acetylacetates and ammonium acetate or aniline as source of ammonia. The reaction experiments were performed in the absence of solvent, at 80°C. Under these conditions fourteen examples were obtained with very good yields (90-98%) and high selectivity. The catalyst was easily recycled and reused without appreciable loss of their catalytic activity. The synthetic method presented is a simple, clean and environmentally friendly alternative for obtaining substituted dihydropyridines.
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Cite this article as:
G. Sathicq Angel, P. Romanelli Gustavo, Ponzinibbio Agustin, T. Baronetti Graciela and J. Thomas Horacio, An Efficient One-Step Hantzsch Multicomponent Synthesis of 1,4- Dihydropyridines Via a Wells-Dawson Heteropolyacid Catalyst Under Solvent-Free Conditions, Letters in Organic Chemistry 2010; 7 (7) . https://dx.doi.org/10.2174/157017810793362334
DOI https://dx.doi.org/10.2174/157017810793362334 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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