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Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products

A rapid and efficient solvent-free one-pot synthesis of coumarin derivatives by Pechmann condensation reactions of phenols with ethyl acetoacetate using FeF(3) as a catalyst under microwave irradiation is described. This one-pot synthesis on a solid inorganic support provides the products in good yi...

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Autores principales: Vahabi, Vahid, Hatamjafari, Farhad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271414/
https://www.ncbi.nlm.nih.gov/pubmed/25255747
http://dx.doi.org/10.3390/molecules190913093
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author Vahabi, Vahid
Hatamjafari, Farhad
author_facet Vahabi, Vahid
Hatamjafari, Farhad
author_sort Vahabi, Vahid
collection PubMed
description A rapid and efficient solvent-free one-pot synthesis of coumarin derivatives by Pechmann condensation reactions of phenols with ethyl acetoacetate using FeF(3) as a catalyst under microwave irradiation is described. This one-pot synthesis on a solid inorganic support provides the products in good yields. The newly synthesized compounds were systematically characterized by IR, (1)H-NMR, (13)C-NMR, MS and elemental CHN analyses. The proposed solvent-free microwave irradiation method using the environmentally friendly catalyst FeF(3) offers the unique advantages of high yields, shorter reaction times, easy and quick isolation of the products, excellent chemoselectivity, and a one-pot, green synthesis. The products were screened for antimicrobial activity, and the results showed that the compounds reacted against all the tested bacteria.
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spelling pubmed-62714142018-12-27 Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products Vahabi, Vahid Hatamjafari, Farhad Molecules Article A rapid and efficient solvent-free one-pot synthesis of coumarin derivatives by Pechmann condensation reactions of phenols with ethyl acetoacetate using FeF(3) as a catalyst under microwave irradiation is described. This one-pot synthesis on a solid inorganic support provides the products in good yields. The newly synthesized compounds were systematically characterized by IR, (1)H-NMR, (13)C-NMR, MS and elemental CHN analyses. The proposed solvent-free microwave irradiation method using the environmentally friendly catalyst FeF(3) offers the unique advantages of high yields, shorter reaction times, easy and quick isolation of the products, excellent chemoselectivity, and a one-pot, green synthesis. The products were screened for antimicrobial activity, and the results showed that the compounds reacted against all the tested bacteria. MDPI 2014-08-26 /pmc/articles/PMC6271414/ /pubmed/25255747 http://dx.doi.org/10.3390/molecules190913093 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Vahabi, Vahid
Hatamjafari, Farhad
Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title_full Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title_fullStr Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title_full_unstemmed Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title_short Microwave Assisted Convenient One-Pot Synthesis of Coumarin Derivatives via Pechmann Condensation Catalyzed by FeF(3) under Solvent-Free Conditions and Antimicrobial Activities of the Products
title_sort microwave assisted convenient one-pot synthesis of coumarin derivatives via pechmann condensation catalyzed by fef(3) under solvent-free conditions and antimicrobial activities of the products
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271414/
https://www.ncbi.nlm.nih.gov/pubmed/25255747
http://dx.doi.org/10.3390/molecules190913093
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