4.8 Article

Palladium-Catalyzed Synthesis of Aromatic Carboxylic Acids with Silacarboxylic Acids

Journal

ORGANIC LETTERS
Volume 15, Issue 6, Pages 1378-1381

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4003465

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Funding

  1. Danish National Research Foundation
  2. Danish Natural Science Research Council
  3. Villum Foundation
  4. Carlsberg Foundation
  5. Lundbeck Foundation
  6. Aarhus University

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Aryl iodides and bromides were easily converted to their corresponding aromatic carboxylic acids via a Pd-catalyzed carbonylation reaction using silacarboxylic acids as an in situ source of carbon monoxide. The reaction conditions were compatible with a wide range of functional groups, and with the aryl iodides, the carbonylation was complete within minutes. The method was adapted to the double and selective isotope labeling of tamibarotene.

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