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

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

  • Organische Chemie Und Biochemie
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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.

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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Authors and Affiliations

  1. Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113, Sofia

    Vassil I. Ognyanov & Nikola M. Mollov

  2. Faculty of Chemistry, University of Sofia, 1126, Sofia, Bulgaria

    Marietta A. Haimova

Authors
  1. Vassil I. Ognyanov
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  2. Marietta A. Haimova
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  3. Nikola M. Mollov
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Ognyanov, V.I., Haimova, M.A. & Mollov, N.M. Synthesis of 5,7,11 b,12-tetrahydro-isoindolo[2,1-b]isoquinolinium methiodides and theirStevens rearrangement. Monatsh Chem 113, 993–998 (1982). https://doi.org/10.1007/BF00799240

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  • DOI: https://doi.org/10.1007/BF00799240

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