4.8 Article

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

Journal

ORGANIC LETTERS
Volume 23, Issue 3, Pages 687-691

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03836

Keywords

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Funding

  1. National Key R&D Program of China [2016YFA0202902]
  2. National Natural Science Foundation of China [21572036, 21871059, 21861132002]
  3. Department of Chemistry at Fudan University

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A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been successfully achieved under mild conditions. The protocol offers a broad substrate scope with excellent functional group tolerance at a low catalyst loading, making it powerful for synthesizing various aromatic amines. Selective coupling of aryl chlorides to the amino fragments of amides rather than the carbonyl moieties expands the usage of inactive amides.
A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

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