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Synthesis of 6-methyl-8H-dibenzo[a,g]quinolizin-8-imines via Reissert compounds

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Abstract

Alkylation of Reissert compounds derived from 3-methylisoquinolines with several 2-cyanobenzylbromides followed by hydrolytic cleavage provided the corresponding 1-benzyl-3-methylisoquinolines. Treatment of the latter with methylmagnesiumiodide caused cyclization to the title compounds rather than formation of 2-acetylbenzylisoquinolines.

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Authors and Affiliations

  1. Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, München, Germany

    Eberhard Reimann, Rainer Hertel & Jürgen Krauss

Authors
  1. Eberhard Reimann
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  2. Rainer Hertel
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  3. Jürgen Krauss
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Corresponding author

Correspondence to Eberhard Reimann.

Additional information

Correspondence: Eberhard Reimann, Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, München, Germany.

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Reimann, E., Hertel, R. & Krauss, J. Synthesis of 6-methyl-8H-dibenzo[a,g]quinolizin-8-imines via Reissert compounds. Monatsh Chem 139, 673–684 (2008). https://doi.org/10.1007/s00706-007-0826-8

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  • DOI: https://doi.org/10.1007/s00706-007-0826-8

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