Bio-inspired Domino Reduction of Nitroarenes by Acrolein–Amine Conjugates in One-pot Operation

Access this Article

Author(s)

    • Takamatsu Masayuki
    • Biofunctional Synthetic Chemistry Laboratory, RIKEN|Department of Chemistry, Graduate School of Science, Osaka University
    • Fukase Koichi
    • Department of Chemistry, Graduate School of Science, Osaka University
    • Tanaka Katsunori
    • Biofunctional Synthetic Chemistry Laboratory, RIKEN|Biofunctional Chemistry Laboratory, A. Butlerov Institute of Chemistry, Kazan Federal University|Japan Science and Technology Agency-PRESTO

Abstract

<p>Biologically relevant amines react with acrolein to provide 3-formyl-3,4-dehydropiperidine (FDP) as the oxidative stress product, which has reduction potential via hydrogen transfer. This biogenic process was applied to the domino reduction of electron-deficient nitroarenes in one-pot operation, by simply mixing primary amine, acrolein, nitroarene, and calcium chloride. The reaction can be performed in a gram-scale without the use of hazardous metals.</p>

Journal

  • Chemistry Letters

    Chemistry Letters 46(6), 811-813, 2017

    The Chemical Society of Japan

Codes

  • NII Article ID (NAID)
    130005689313
  • Text Lang
    ENG
  • ISSN
    0366-7022
  • Data Source
    J-STAGE 
Page Top