4.8 Article

Copper-Catalyzed Synthesis of Activated Sulfonate Esters from Boronic Acids, DABSO, and Pentafluorophenol

Journal

ORGANIC LETTERS
Volume 20, Issue 17, Pages 5493-5496

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02445

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Funding

  1. GlaxoSmithKine
  2. University of Oxford
  3. EPSRC [EP/K024205/1] Funding Source: UKRI

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The synthesis of pentafluorophenyl (PFP) sulfonate esters based on the Pd-catalyzed sulfination of aryl and heteroaryl boronic acids is reported. The sulfinate intermediates are converted in situ to the corresponding sulfonate esters using a copper-catalyzed oxidative process, providing a broad range of PFP esters in good yields.

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