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Monatshefte für Chemie / Chemical Monthly

, Volume 122, Issue 5, pp 383–387 | Cite as

2H-Isoindol-4,7-dione durch Addition von Azomethinyliden an 1,4-Benzochinone

  • Manfred Schubert-Zsilavecz
  • Werner Likussar
  • Dagmar Gusterhuber
  • Astrid Michelitsch
Organische Chemie Und Biochemie

2H-Isoindole-4,7-diones by addition of azomethine ylides to 1,4-benzoquinones

Summary

A new approach to the synthesis of 2H-isoindole-4,7-diones is described. Heating α-amino acids with carbonyl compounds generates azomethine ylides through the elimination of water and carbon dioxide. The ylides were captured by quinones forming 2H-isoindole-4,7-diones, 2,3,3a,7a-tetrahydro-1H-isoindole-4,7-diones and 2,3-dihydro-1H-pyrrolo[2,1-a]isoindole-6,9-diones. The structures were established on the basis of spectroscopy (NMR, mass).

Keywords

2H-isoindole-4,7-diones 2,3,3a,7a-Tetrahydro-1H-isoindole-4,7-diones 2,3-Dihydro-1H-pyrrolo[2,1-a]isoindole-6,9-diones 

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Copyright information

© Springer-Verlag 1991

Authors and Affiliations

  • Manfred Schubert-Zsilavecz
    • 1
  • Werner Likussar
    • 1
  • Dagmar Gusterhuber
    • 1
  • Astrid Michelitsch
    • 1
  1. 1.Institut für Pharmazeutische ChemieKarl-Franzens-Universität GrazGrazÖsterreich

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