4.8 Article

Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst

Journal

ORGANIC LETTERS
Volume 22, Issue 3, Pages 965-969

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04503

Keywords

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Funding

  1. National Natural Science Foundation of China [21602001, 21922109, 21672196, 21831007]
  2. Nanjing Tech University [39837134]
  3. Fundamental Research Funds for the Central Universities of China [WK2060190086]

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A regioselective Wacker-Tsuji oxidation of internal olefins in (BuOH)-Bu-t has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.

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