4.8 Article

Site-Selective Azaindole Arylation at the Azine and Azole Rings via N-Oxide Activation

Journal

ORGANIC LETTERS
Volume 11, Issue 6, Pages 1357-1360

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900150u

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Funding

  1. NSERC
  2. University of Ottawa
  3. Sloan Foundation
  4. Research Corporation
  5. Merck-Frosst
  6. Amgen
  7. Eli Lilly
  8. Astra Zeneca
  9. Boehringer Ingelheim

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Subjection of N-methyl 6- and 7-azaindole N-oxides to a Pd(OAc)(2)/DavePhos catalyst system enables regioselective direct arylation of the azine ring. Following deoxygenation, 7-azaindole substrates undergo an additional regioselective azole direct arylation event in good yield.

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