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Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon-Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones.

Renato L de CarvalhoGuilherme A M JardimAugusto C C SantosMaria H AraujoWillian X C OliveiraAna Cristina S BombaçaRubem F S Menna-BarretoElumalai GopiEdmond GravelEric DorisEufrânio N da Silva Júnior
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
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.
Keyphrases
  • hydrogen peroxide
  • carbon nanotubes
  • nitric oxide
  • reduced graphene oxide
  • high intensity
  • molecular docking
  • gold nanoparticles
  • adverse drug
  • carbon dioxide
  • molecular dynamics simulations
  • metal organic framework