4.8 Article

Palladium-Catalyzed Alkenylation and Alkynylation of ortho-C(sp2)-H Bonds of Benzylamine Picolinamides

Journal

ORGANIC LETTERS
Volume 14, Issue 12, Pages 2948-2951

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol301214u

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Funding

  1. Pennsylvania State University
  2. U.S. National Science Foundation [CHE-1055795]
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [1055795] Funding Source: National Science Foundation

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An efficient functionalization of ortho-C(sp(2))-H bonds of picolinamide (PA)-protected benzylamine substrates with a range of vinyl iodides as well as acetylenic bromide is reported. ortho-Phenyl benzoic acid (oPBA) acts as an effective promoter in this reaction system. This method provides a practical strategy to access highly functionalized benzylamine compounds for organic synthesis.

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