Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 57, Pages 15227-15235Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802773
Keywords
carbon nanotubes; Chagas disease; oxidation; quinones; rhodium nanohybrid; selenium
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Funding
- CNPq [404466/2016-8, PVE 401193/2014-4, PQ 305741/2017-9]
- FAPEMIG [PPM-00638-16]
- FAPEMIG (Rede de Pesquisa e Inovacao para Bioengenharia de Nanossistemas) [RED-00282-16]
- FAPERJ
- CAPES
- INCT-Catalise
- Enhanced Eurotalents program
- Service de Chimie Bioorganique et de Marquage [ANR-10-LABX-0033-LERMIT]
- SeSRedCat
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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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