Reaction Kinetics, Mechanisms and Catalysis

, Volume 99, Issue 1, pp 85–92 | Cite as

Hydrogenation of (±)-trans-2-arylnitrocyclohexane derivatives over palladium

  • Gábor Szántó
  • István Kádas
  • Tamás Kárpáti
  • László Hegedűs
Article
  • 76 Downloads

Abstract

Various (±)-trans-2-arylnitrocyclohexane derivatives were hydrogenated to the corresponding amines over a Pd/C catalyst in methanol at 25–60 °C and 1–12 bar. These (±)-trans-2-arylcyclohexylamines are important and valuable key intermediates for the stereoselective synthesis of phenantridine-based Amaryllidaceae alkaloid analogues having cytostatic activity.

Keywords

Hydrogenation Nitrocyclohexanes Cyclohexylamines Palladium 

Notes

Acknowledgments

L. Hegedűs thanks the Hungarian Academy of Sciences for a Bolyai János Research Fellowship. The authors are grateful to Dr. László Vida for GC-MS measurements and to Dr. András Simon for recording NMR spectra. G. Szántó thanks the Varga József Foundation (BUTE, Hungary) for a doctoral fellowship.

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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2009

Authors and Affiliations

  • Gábor Szántó
    • 1
  • István Kádas
    • 1
  • Tamás Kárpáti
    • 2
  • László Hegedűs
    • 3
  1. 1.Department of Organic Chemistry and TechnologyBudapest University of Technology and EconomicsBudapestHungary
  2. 2.Department of Inorganic and Analytical ChemistryBudapest University of Technology and EconomicsBudapestHungary
  3. 3.Research Group for Organic Chemical Technology, Hungarian Academy of Sciences, Department of Organic Chemistry and TechnologyBudapest University of Technology and EconomicsBudapestHungary

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