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Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters

The stoichiometric use of hydrogen peroxide in the presence of a selenium-containing catalyst in water is here reported as a new ecofriendly protocol for the synthesis of variously functionalized carboxylic acids and esters. The method affords the desired products in good to excellent yields under v...

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Autores principales: Sancineto, Luca, Tidei, Caterina, Bagnoli, Luana, Marini, Francesca, Lenardão, Eder J., Santi, Claudio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272575/
https://www.ncbi.nlm.nih.gov/pubmed/26060915
http://dx.doi.org/10.3390/molecules200610496
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author Sancineto, Luca
Tidei, Caterina
Bagnoli, Luana
Marini, Francesca
Lenardão, Eder J.
Santi, Claudio
author_facet Sancineto, Luca
Tidei, Caterina
Bagnoli, Luana
Marini, Francesca
Lenardão, Eder J.
Santi, Claudio
author_sort Sancineto, Luca
collection PubMed
description The stoichiometric use of hydrogen peroxide in the presence of a selenium-containing catalyst in water is here reported as a new ecofriendly protocol for the synthesis of variously functionalized carboxylic acids and esters. The method affords the desired products in good to excellent yields under very mild conditions starting directly from commercially available aldehydes. Using benzaldehyde as a prototype the gram scale synthesis of benzoic acid is described, in which the aqueous medium and the catalyst could be recycled at last five times while achieving an 87% overall yield.
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spelling pubmed-62725752018-12-31 Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters Sancineto, Luca Tidei, Caterina Bagnoli, Luana Marini, Francesca Lenardão, Eder J. Santi, Claudio Molecules Article The stoichiometric use of hydrogen peroxide in the presence of a selenium-containing catalyst in water is here reported as a new ecofriendly protocol for the synthesis of variously functionalized carboxylic acids and esters. The method affords the desired products in good to excellent yields under very mild conditions starting directly from commercially available aldehydes. Using benzaldehyde as a prototype the gram scale synthesis of benzoic acid is described, in which the aqueous medium and the catalyst could be recycled at last five times while achieving an 87% overall yield. MDPI 2015-06-08 /pmc/articles/PMC6272575/ /pubmed/26060915 http://dx.doi.org/10.3390/molecules200610496 Text en © 2015 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/4.0/).
spellingShingle Article
Sancineto, Luca
Tidei, Caterina
Bagnoli, Luana
Marini, Francesca
Lenardão, Eder J.
Santi, Claudio
Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title_full Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title_fullStr Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title_full_unstemmed Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title_short Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters
title_sort selenium catalyzed oxidation of aldehydes: green synthesis of carboxylic acids and esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272575/
https://www.ncbi.nlm.nih.gov/pubmed/26060915
http://dx.doi.org/10.3390/molecules200610496
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