4.8 Article

Isoquinoline Synthesis via Rhodium-Catalyzed Oxidative Cross-Coupling/Cyclization of Aryl Aldimines and Alkynes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 34, Pages 12050-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja904380q

Keywords

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Funding

  1. NSERC
  2. University of Ottawa
  3. Eli Lilly
  4. Amgen
  5. Astra Zeneca
  6. Sloan Foundation

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A general. rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species.

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