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Russian Journal of Organic Chemistry

, Volume 54, Issue 8, pp 1156–1160 | Cite as

Synthesis of Potentially Bioactive 6-Bromobenzo[f]isoindolinium Bromides by Base-Catalyzed Intramolecular [4+2]-Cycloaddition

  • E. O. Chukhadzhian
  • H. R. Gevorgyan
  • L. V. Ayrapetyan
  • El. O. Chukhadzhian
  • K. G. Shahkhatuni
  • A. S. Mkrtchyan
  • G. A. Panosyan
Article
  • 24 Downloads

Abstract

Intramolecular cyclization of bromides of diethyl-, dipropyl-, and penthamethylenepropargyl[3-(4-bromophenyl)prop-2-ynyl]ammonium into 6-bromobenzo[f]isoindolinium bromides catalyzed with bases occurs with moderate self-heating. The morpholine analog even in more diluted solutions reacts with vigorous self-heating. Cyclization of dimethyl analog takes place only at heating at 80–85°C during 1 h.

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • E. O. Chukhadzhian
    • 1
  • H. R. Gevorgyan
    • 1
    • 3
  • L. V. Ayrapetyan
    • 1
  • El. O. Chukhadzhian
    • 1
  • K. G. Shahkhatuni
    • 1
  • A. S. Mkrtchyan
    • 1
  • G. A. Panosyan
    • 2
  1. 1.Institute of Organic Chemistry of Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Sciences of ArmeniaYerevanArmenia
  2. 2.Molecular Structure Research Center of Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of Sciences of ArmeniaYerevanArmenia
  3. 3.National Polytechnical University of ArmeniaYerevanArmenia

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