A Convenient Synthesis of 1-Benzyl-1,2,3,4-tetrahydroisoquinolines by Combined Strecker/Bruylants Reaction |
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Authors: | Eberhard Reimann Christian Ettmayr |
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Affiliation: | (1) Department Pharmazie – Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, D-81377 München, Germany |
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Abstract: | Summary. Strecker reaction of iodophenethylamines with phenylacetaldehydes afforded the corresponding -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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Keywords: | . Alkaloids Cyclizations Hydrogenation Iodination Iodine-magnesium exchange reaction. |
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