Journal of the American Chemical Society, Vol.139, No.8, 3293-3298, 2017
Palladium-Catalyzed C(sp(3))-H Oxygenation via Electrochemical Oxidation
Palladium-catalyzed C-H activation/C-O bond-forming reactions have emerged as attractive tools for organic synthesis. Typically, these reactions require strong chemical oxidants, which convert organopalladium(II) intermediates into the Pd-III or Pd-IV oxidation state to promote otherwise challenging C-O reductive elimination. However, previously reported oxidants possess significant disadvantages, including poor atom economy, high cost, and the formation of undesired byproducts. To overcome these issues, we report an electrochemical strategy that takes advantage of anodic oxidation of Pd-II induce selective C-reductive elimination with a variety of oxyanion coupling partners.