4.8 Article

Synthesis of Aminated Phenanthridinones via Palladium/Norbornene Catalysis

Journal

ORGANIC LETTERS
Volume 22, Issue 20, Pages 7920-7925

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02850

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Funding

  1. University of Toronto
  2. Natural Science and Engineering Research Council (NSERC)
  3. Kennarshore, Inc.
  4. NSERC
  5. Province of Ontario (OGS)
  6. Walter C. Summer Memorial Fellowship

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An ortho-amination, ipso-C-H arylation mediated by palladium/norbornene cooperative catalysis is reported. This reaction proceeds through a sequential intermolecular C-N bond formation process followed by intramolecular C-H activation of a tethered arene. The products, aminated phenanthridinones, were generated in moderate to good yields. This method is also applicable to the formation of dibenzazepinones.

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