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Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon-Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones
被引:25
作者:
de Carvalho, Renato L.
[1
]
Jardim, Guilherme A. M.
[1
]
Santos, Augusto C. C.
[1
]
Araujo, Maria H.
[1
]
Oliveira, Willian X. C.
[1
]
Bombaca, Ana Cristina S.
[2
]
Menna-Barreto, Rubem F. S.
[2
]
Gopi, Elumalai
[3
]
Gravel, Edmond
[3
]
Doris, Eric
[3
]
da Silva Junior, Eufranio N.
[1
]
机构:
[1] Univ Fed Minas Gerais, Dept Chem, Inst Exact Sci, BR-31270901 Belo Horizonte, MG, Brazil
[2] Fiocruz MS, Inst Oswaldo Cruz, BR-21045900 Rio De Janeiro, RJ, Brazil
[3] Univ Paris Saclay, CEA, SCBM, F-91191 Gif Sur Yvette, France
关键词:
carbon nanotubes;
Chagas disease;
oxidation;
quinones;
rhodium nanohybrid;
selenium;
HYDROGEN-PEROXIDE;
BENZENESELENINIC ACID;
CATALYTIC-OXIDATION;
BETA-LAPACHONE;
CANCER-CELLS;
PHENOLS;
HYDROQUINONE;
DERIVATIVES;
CYCLOADDITION;
ANHYDRIDE;
D O I:
10.1002/chem.201802773
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
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)/H2O2 in the presence of O-2 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.
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页码:15227 / 15235
页数:9
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