Attempted Diels-Alder Reactions on Vindoline Derivatives

  • Szabolcs Mayer Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Hungary
  • Péter Keglevich Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Hungary
  • Péter Ábrányi-Balogh Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Hungary
  • Áron Szigetvári Spectroscopic Research Department, Gedeon Richter Plc., Hungary
  • Miklós Dékány Spectroscopic Research Department, Gedeon Richter Plc., Hungary
  • Csaba Szántay, Jr. Spectroscopic Research Department, Gedeon Richter Plc., Hungary
  • László Hazai Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economic, Hungary

Abstract

The Diels-Alder reaction of vindoline and methyl vinyl ketone resulted in a Friedel-Crafts reaction product. In the reaction between the ortho-quinone derivative of vindoline and N-phenylmaleimide, two anomalous products were obtained, a vindoline dimer, and a condensed vindoline derivative.

Keywords

vindoline, Friedel-Crafts reaction, N-phenylmaleimide, condensation, rearrangement
Published in Onlinefirst
31-08-2017
How to Cite
MAYER, Szabolcs et al. Attempted Diels-Alder Reactions on Vindoline Derivatives. Periodica Polytechnica Chemical Engineering, [S.l.], 2017. ISSN 1587-3765. Available at: <https://pp.bme.hu/ch/article/view/11087>. Date accessed: 23 nov. 2017. doi: https://doi.org/10.3311/PPch.11087.
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Articles