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Open AccessArticle

Biomimetic Oxidation of Benzofurans with Hydrogen Peroxide Catalyzed by Mn(III) Porphyrins

1
LAQV-REQUIMTE, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre, 4169-007 Porto, Portugal
2
QOPNA & LAQV-REQUIMTE and Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal
3
Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, USA
*
Authors to whom correspondence should be addressed.
Catalysts 2020, 10(1), 62; https://doi.org/10.3390/catal10010062
Received: 28 September 2019 / Revised: 15 December 2019 / Accepted: 18 December 2019 / Published: 1 January 2020
(This article belongs to the Special Issue Recent Developments on Catalysis by Metalloporphyrins and Analogues)
The modelling of metabolic activation of the benzofuran nucleus is important to obtain eco-sustainable degradation methods and to understand the related mechanisms. The present work reports the catalytic oxidation of benzofuran, 2-methylbenzofuran, and 3-methylbenzofuran by hydrogen peroxide, at room temperature, in the presence of different Mn(III) porphyrins as models of cytochrome P450 enzymes. Conversions above 95% were attained for all the substrates. The key step is the formation of epoxides, which undergo different reaction pathways depending on factors, such as the position of the methyl group and the reaction and work-up conditions used. View Full-Text
Keywords: benzofurans; biomimetic oxidation; catalysis; manganese porphyrins; hydrogen peroxide benzofurans; biomimetic oxidation; catalysis; manganese porphyrins; hydrogen peroxide
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MDPI and ACS Style

Rebelo, S.L.H.; Pires, S.M.G.; Simões, M.M.Q.; de Castro, B.; Neves, M.G.P.M.S.; Medforth, C.J. Biomimetic Oxidation of Benzofurans with Hydrogen Peroxide Catalyzed by Mn(III) Porphyrins. Catalysts 2020, 10, 62.

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