4.3 Article

Decarboxylative Oxygenation via Photoredox Catalysis

Journal

ISRAEL JOURNAL OF CHEMISTRY
Volume 60, Issue 3-4, Pages 410-415

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ijch.201900130

Keywords

photoredox catalysis; oxygenation; carbonyl synthesis; decarboxylation

Funding

  1. National Institute of General Medical Sciences (NIGMS) [R01 GM078201-05]
  2. Princeton Catalysis Initiative
  3. MSD
  4. Abbvie
  5. Pfizer
  6. Celgene
  7. Genentech
  8. Janssen

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The direct conversion of aliphatic carboxylic acids to their dehomologated carbonyl analogues has been accomplished through photocatalytic decarboxylative oxygenation. This transformation is applicable to an array of carboxylic acid motifs, producing ketones, aldehydes, and amides in excellent yields. Preliminary results demonstrate that this methodology is further amenable to aldehyde substrates via in situ oxidation to the corresponding acid and subsequent decarboxylative oxygenation. We have exploited this strategy for the sequential oxidative dehomologation of linear aliphatic chains.

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