4.8 Article

Nickel-Catalyzed Regioselective Hydroarylation of Internal Enamides

Journal

ORGANIC LETTERS
Volume 22, Issue 23, Pages 9319-9324

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03542

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Funding

  1. National Natural Science Foundation of China [21702060]
  2. Shanghai Municipal Science and Technology Major Project [2018SHZDZX03]
  3. Program of Introducing Talents of Discipline to Universities [B16017]
  4. Fundamental Research Funds for the Central Universities

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Herein, we disclose a nickel-catalyzed three-component reaction of internal enamide, diethoxymethylsilane, and aryl iodide to provide expedient access to benzylic amide derivatives. The protocol features a broad substrate scope with a moderate to excellent isolated yield under the mild condition. The high regioselectivity of Ni-catalyzed enamide hydroarylation can be attributed to the directing effect by the prefunctionalized nitrogen-containing group on the alkenes.

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