Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/31711

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2022-01-01
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COMBINATION OF ARYL DISELENIDES/HYDROGEN PEROXIDE AND CARBON-NANOTUBE/RHODIUM NANOHYBRIDS FOR NAPHTHOL OXIDATION: AN EFFICIENT ROUTE TOWARDS TRYPANOCIDAL QUINONES
Carvalho, Renato L. de et al. | Date Issued: 2018
Author
Carvalho, Renato L. de
Jardim, Guilherme A. M.
Santos, Augusto C. C.
Araujo, Maria H.
Oliveira, Willian X. C.
Bombaça, Ana Cristina S.
Menna-Barreto, Rubem F. S.
Gopi, Elumalai
Gravel, Edmond
Doris, Eric
Silva Júnior, Eufrânio N. da
Affilliation
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Rio de Janeiro, RJ, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Rio de Janeiro, RJ, Brasil.
Université Paris-Saclay. Service d eChimie Bioorganique et de Marquage. Gif-sur-Yvette. France.
Université Paris-Saclay. Service d eChimie Bioorganique et de Marquage. Gif-sur-Yvette. France.
Université Paris-Saclay. Service d eChimie Bioorganique et de Marquage. Gif-sur-Yvette. France.
Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil.
Abstract
This work reports a combination of aryl diselenides/hydrogen peroxide and carbon-nanotube (CNT)/rhodium nanohybrids (RhCNT) for naphthol oxidation towards the synthesis of 1,4-naphthoquinones and evaluation of their relevant trypanocidal activity. Under a combination of (PhSe)2 /H2 O2 in the presence of O2 in iPrOH/hexane, several benzenoid (A-ring)-substituted quinones were prepared in moderate to high yields. We also studied the contribution of RhCNT as co-catalyst in this process and, in some cases, yields were improved. This method provides an efficient and versatile alternative for preparing A-ring-modified naphthoquinonoid compounds with relevant biological profile.
Keywords in Portuguese
Quinonas Tripanocidas
Deselenídeos de Arilo
Nano-Carbono de Carbono
Nano-Híbridos de Ródio
Oxidação de Naftol:
Peróxido de Hidrogênio
 
Keywords
Trypanocidal Quinones
Aryl Diselenides
Hydrogen Peroxide
CarbonNanotube
Rhodium Nanohybrids
Naphthol Oxidation
 
Publisher
Wiley
Citation
CARVALHO, Renato L. de et al. Combination of Aryl Diselenides/Hydrogen Peroxide and CarbonNanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones. Chem. Eur. J., v. 24, p. 15227-15235, 2018.
DOI
10.1002/chem.201802773
ISSN
1521-3765