4.8 Article

Dearomative Indole Bisfunctionalization via a Diastereoselective Palladium-Catalyzed Arylcyanation

Journal

ORGANIC LETTERS
Volume 17, Issue 19, Pages 4838-4841

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02403

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Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. University of Toronto
  3. Alphora Inc.
  4. Canada Council for the Arts
  5. NSERC

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The first Pd-catalyzed dearomative indole bisfunctionalization via a diastereoselective arylcyanation is reported. This method facilitates the formation of diverse indoline scaffolds bearing congested stereocenters with high levels of diastereoselectivity. This also represents the first example of a cyanation mechanism involving a 2 benzylic Pd(II) intermediate.

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