4.8 Article

Organocatalytic Aerobic Oxidation of Benzylic sp3 C-H Bonds of Ethers and Alkylarenes Promoted by a Recyclable TEMPO Catalyst

Journal

ORGANIC LETTERS
Volume 17, Issue 21, Pages 5492-5495

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02877

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Funding

  1. program for Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning [201226]
  2. National Science Foundation of China [21372073, 21572054, 21572055]
  3. Fundamental Research Funds for the Central Universities
  4. East China University of Science and Technology
  5. China 111 Project [B07023]

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An entirely metal-free catalyst system consisting of an easily prepared recyclable new TEMPO derived sulfonic salt catalyst, and mineral acids (NaNO2 and HCl) has been developed for selective aerobic oxidation of structurally diverse benzylic sp(3) C-H bonds of ethers and alkylarenes. The mild reaction conditions allow for the generation of synthetically and biologically valued isochromanones and xanthones from readily accessible alkyl aromatic precursors in good yields.

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