4.6 Article

Copper-Catalyzed Aerobic Decarboxylation/Ketooxygenation of Electron-Deficient Alkenes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 51, Pages 18580-18583

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503716

Keywords

copper catalysis; decarboxylation; dioxygen activation; oxidative coupling; radical coupling

Funding

  1. 973 Program [2012CB725302]
  2. National Natural Science Foundation of China [21390400, 21025206, 21272180, 21302148]
  3. Research Fund for the Doctoral Program of Higher Education of China [20120141130002]
  4. Ministry of Science and Technology of China [2012YQ120060]

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A copper-catalyzed ketooxygenation of electron-deficient alkenes was developed. This approach combines O-H alkylation, aerobic decarboxylation, and oxygenation in one transformation. Mechanistic investigation of this reaction showed that the copper salt is responsible for both generating the amidoxyl radical and promoting aerobic decarboxylation.

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