4.7 Article

FeCl3•6H2O-Catalyzed Intramolecular Allylic Amination: Synthesis of Substituted Dihydroquinolines and Quinolines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 19, Pages 8615-8620

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo301560w

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Funding

  1. Natural Science Foundation of China [21102009]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions
  3. Natural Science Foundation of Jiangsu Province [BK2011230]

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A facile and efficient method to synthesize 2- or 4-substituted 1,2-dihydroquinolines and quinolines catalyzed by FeCl3 center dot 6H(2)O (2 mol %) was described The iron catalyzed intramolecular allylic amination of 2-aminophenyl-1-en-3-ols proceeded smoothly to afford 13 1,2-dihydroquinoline and 8 quinoline derivatives under mild reaction conditions with good to excellent yields (up to 96%).

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