• Title/Summary/Keyword: 3-Arylisoquinolinones

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Novel Synthesis of the Natural Protoberberine Alkaloids: Oxypalmatine and Oxypseudopalmatine

  • Le, Thanh Nguyen;Cho, Won-Jea
    • Bulletin of the Korean Chemical Society
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    • v.28 no.5
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    • pp.763-766
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    • 2007
  • Oxypalmatine and oxypseudopalmatine were synthesized in three steps from the benzonitrile 11 and toluamides 12a, b. The lithiated cycloaddition reaction yielded 3-arylisoquinolinone intermediates. A subsequent internal SN2 reaction produced the corresponding 8-oxoprotoberberines, oxypalmatine and oxypseudopalmatine.