Monatshefte für Chemie / Chemical Monthly

, Volume 113, Issue 8–9, pp 993–998 | Cite as

Synthesis of 5,7,11 b,12-tetrahydro-isoindolo[2,1-b]isoquinolinium methiodides and theirStevens rearrangement

  • Vassil I. Ognyanov
  • Marietta A. Haimova
  • Nikola M. Mollov
Organische Chemie Und Biochemie

Abstract

The title compounds5 were synthetized in two steps from the corresponding isoindolo[2,1–b]isoquinoline-5(7H)-ones3, obtained in high yields from 3-ethoxy-1H-isoindoles2 and homopthalic anhydrides1. TheStevens rearrangement of5 gave 2-methyl-2,3-dihydro-1H-isoindole-1-spiro-2′-indanes6.

Keywords

Homophthalic anhydrides Isoindolo[2,1-b]isoquinoline-5(7H)-ones 2-Methyl-2,3-dihydro-1H-isoindole-1-spiro-2′-indanes Stevens rearrangement 5,7,11 b,12-Tetrahydro-1H-isoindolo[2,1-b]isoquinolines 

Synthese von 5,7,11 b,12-Tetrahydro-isoindolo[2,1-b]isochinolinium Methiodiden und ihre Stevens-Umlagerung

Zusammenfassung

Die Titelverbindungen5 wurden in zwei Stufen aus den entsprechenden Isoindolo[2,1–b]isochinolin-5(7H)-onen (3) dargestellt, die ihrerseits in hohen Ausbeuten aus 3-Ethoxy-1H-isoindolen (2) und Homophthalsäureanhydriden erhältlich sind. DieStevens-Umlagerung von5 führte zu 2-Methyl-2,3-dihydro-1H-isoindol-1-spiro-2′-indanen (6).

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Copyright information

© Springer-Verlag 1982

Authors and Affiliations

  • Vassil I. Ognyanov
    • 1
  • Marietta A. Haimova
    • 2
  • Nikola M. Mollov
    • 1
  1. 1.Institute of Organic Chemistry with Centre of PhytochemistryBulgarian Academy of SciencesSofia
  2. 2.Faculty of ChemistryUniversity of SofiaSofiaBulgaria

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