4.8 Article

C-H Functionalization of Cyclopropanes: A Practical Approach Employing a Picolinamide Auxiliary

Journal

ORGANIC LETTERS
Volume 15, Issue 17, Pages 4394-4397

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401931s

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Funding

  1. Universite de Montreal
  2. Natural Science and Engineering Council of Canada (NSERC)
  3. Canada Research Chair Program
  4. Canada Foundation for Innovation
  5. NSERC

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A Pd-catalyzed, picolinamide-enabled, and efficient C-H arylation of cyclopropanes is described. The reaction can be promoted by either a silver additive or catalytic pivalic acid in the presence of a carbonate base. Various aryl iodides can be employed as coupling partners, providing exclusively cis-substituted cyclopropylpicolinamides.

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