4.7 Article

Palladium-Catalyzed Denitrogenative Synthesis of Aryl Ketones from Arylhydrazines and Nitriles Using O2 as Sole Oxidant

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 4, Pages 2211-2218

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02697

Keywords

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Funding

  1. National Program on Key Research Project [2016YFA0602900]
  2. National Natural Science Foundation of China [21420102003, 21490572, 21672072]
  3. Pearl River S&T Nova Program of Guangzhou [201610010160]
  4. Fundamental Research Funds for the Central Universities [2015ZY001]

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An efficient and simple palladium-catalyzed approach for the synthesis of aryl ketones from low-cost nitriles and arylhydrazines using molecular oxygen (O-2) as sole oxidant via C-N bond cleavage is reported. Various aryl ketones were synthesized in moderate to good yields under mild conditions. A possible mechanism involving the Pd-II/Pd-0 catalytic cycle process is depicted, and a cationic palladium intermediate was detected by ESI-MS.

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