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.
Export Options
About this article
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 |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Beyond Estrogen: Targeting Gonadotropin Hormones in the Treatment of Alzheimers Disease
Current Drug Targets - CNS & Neurological Disorders Retinal Ganglion Cell Gene Therapy and Visual System Repair
Current Gene Therapy Anti-VEGFR2 Antibody-modified Micelle for Triggered Drug Delivery and Effective Therapy of Choroidal Neovascularization
Current Neurovascular Research Estradiol, Dopamine and Motivation
Central Nervous System Agents in Medicinal Chemistry Platelet-derived Growth Factor Receptor-beta is Differentially Regulated in Primary Mouse Pericytes and Brain Slices
Current Neurovascular Research Omega 3 Fatty Acids: Novel Neurotherapeutic Targets for Cognitive Dysfunction in Mood Disorders and Schizophrenia?
Current Neuropharmacology Amniotic Fluid Stem Cells: a Promising Therapeutic Resource for Cell-Based Regenerative Therapy
Current Pharmaceutical Design microRNAs and Molecular Pathogenesis of Microcephaly
Current Molecular Pharmacology Current Understanding of Central Nervous System Drainage Systems: Implications in the Context of Neurodegenerative Diseases
Current Neuropharmacology Antibodies Against Muscarinic Receptors in Breast Cancer: Agonizing Tumor Growth
Current Immunology Reviews (Discontinued) Cloning and High-Level Expression of Scorpion Toxin Bmkita1 in Escherichia Coli and Insect Cells
Protein & Peptide Letters Synthetic and Natural Monoamine Oxidase Inhibitors as Potential Lead Compounds for Effective Therapeutics
Central Nervous System Agents in Medicinal Chemistry Pour Point Depressants and Viscosity Index Improvers for Lubricating Oil: A Mini-Review
Recent Innovations in Chemical Engineering Anti-inflammatory Effects of Dietary Antioxidants
Current Medicinal Chemistry - Anti-Inflammatory & Anti-Allergy Agents The Effects of Obesity on Drug Metabolism in Children
Drug Metabolism Letters Evolutionary Considerations on the Emerging Subculture of the E-psychonauts and the Novel Psychoactive Substances: A Comeback to the Shamanism?
Current Neuropharmacology Past, Present and Future Drugs for the Treatment of Obsessive- Compulsive Disorder
Current Medicinal Chemistry Synthesis of Novel and Highly Functionalized 4-hydroxycoumarin Chalcone and their Pyrazoline Derivatives as Anti-Tuberculosis Agents
Letters in Drug Design & Discovery Anabolic Steroid - and Exercise - Induced Cardio-Depressant Cytokines and Myocardial β1 Receptor Expression in CD1 Mice
Current Pharmaceutical Biotechnology Possible Mechanisms of Action of NSAIDs and Related Compounds that Modulate γ - Secretase Cleavage
Current Topics in Medicinal Chemistry