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 online
2017-08-31
How to Cite
Mayer, S., Keglevich, P., Ábrányi-Balogh, P., Szigetvári, Áron, Dékány, M., Szántay, Jr., C. and Hazai, L. (2017) “Attempted Diels-Alder Reactions on Vindoline Derivatives”, Periodica Polytechnica Chemical Engineering, 61(4), pp. 258-263. doi: https://doi.org/10.3311/PPch.11087.
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Articles