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Molecules 2015, 20(6), 10496-10510; doi:10.3390/molecules200610496

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

1
Group of Catalysis and Organic Green Chemistry, Department of Pharmaceutical Sciences, University of Perugia, Via del Liceo 1, Perugia 06100, Italy
2
Laboratório de Síntese Orgânica Limpa (LASOL), Centro de Ciências Químicas, Farmacêuticas e de Alimentos (CCQFA), Universidade Federal de Pelotas (UFPel), P.O. Box 354, Pelotas 96010-900, Brazil
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editor: Thomas G. Back
Received: 30 April 2015 / Revised: 27 May 2015 / Accepted: 3 June 2015 / Published: 8 June 2015
(This article belongs to the Special Issue Selenium Catalysts and Antioxidants)
View Full-Text   |   Download PDF [930 KB, uploaded 8 June 2015]   |  

Abstract

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. View Full-Text
Keywords: aldehydes; oxidation; selenium; catalysis; carboxylic acids; esters; hydrogen peroxide; green chemistry aldehydes; oxidation; selenium; catalysis; carboxylic acids; esters; hydrogen peroxide; green chemistry
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Sancineto, L.; Tidei, C.; Bagnoli, L.; Marini, F.; Lenardão, E.J.; Santi, C. Selenium Catalyzed Oxidation of Aldehydes: Green Synthesis of Carboxylic Acids and Esters. Molecules 2015, 20, 10496-10510.

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