4.7 Article

Aldehydes and Ketones Formation: Copper-Catalyzed Aerobic Oxidative Decarboxylation of Phenylacetic Acids and α-Hydroxyphenylacetic Acids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 4, Pages 1867-1871

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo402778p

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Funding

  1. National Science Foundation of China [21202049]
  2. Recruitment Program of Global Experts (1000 Talents Plan)
  3. Fujian Hundred Talents Program
  4. Research Funds of Huaqiao University

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Aromatic aldehydes or ketones from copper catalyzed aerobic oxidative decarboxylation of phenylacetic acids and alpha-hydroxyphenylacetic acids have been synthesized. This reaction combined decarboxylation, dioxygen activation, and C-H bond oxidation steps in a one-pot protocol with molecular oxygen as the sole terminal oxidant. This reaction represents a novel decarboxylation of an sp(3)-hybridized carbon and the use of a benzylic carboxylic acid as a source of carbonyl compounds.

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