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A Convenient Synthesis of 1-Benzyl-1,2,3,4-tetrahydroisoquinolines by Combined Strecker/Bruylants Reaction

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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary.

Strecker reaction of iodophenethylamines with phenylacetaldehydes afforded the corresponding α-aminonitriles, which on treatment with i-propyl magnesium chloride underwent a Bruylants reaction to give the title compounds. Their structures were deduced by NMR and by an independent preparation starting from papaverine. The educts were easily available by standard procedures.

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Authors and Affiliations

  1. Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, D-81377, München, Germany

    Eberhard Reimann & Christian Ettmayr

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  1. Eberhard Reimann
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  2. Christian Ettmayr
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Correspondence to Eberhard Reimann.

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Reimann, E., Ettmayr, C. A Convenient Synthesis of 1-Benzyl-1,2,3,4-tetrahydroisoquinolines by Combined Strecker/Bruylants Reaction. Monatshefte für Chemie 135, 1289–1295 (2004). https://doi.org/10.1007/s00706-004-0204-8

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  • DOI: https://doi.org/10.1007/s00706-004-0204-8

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