4.7 Article

Redox-neutral dehydrogenative cross-coupling of alcohols and amines enabled by nickel catalysis

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 6, Pages 1703-1710

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00004k

Keywords

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Funding

  1. National Natural Science Foundation of China [21801206]
  2. Fundamental Research Funds for the Central Universities
  3. Chunhui Program of Ministry of Education of China [5180210003]
  4. Program for Young Talents of Shaanxi Province [5113190023]
  5. Joint Research Funds of Department of Science & Technology of Shannxi Province [2020GXLH-Z-015]
  6. Northwestern Polytechnical University [2020GXLH-Z-015]
  7. open research fund of Chongqing Key Laboratory of Natural Product Synthesis and Drug Research [20200004]

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The facile synthetic method presented involves the construction of amides from alcohols and amines catalyzed by Ni/NHC, with advantages such as base metal catalysis, commercially available catalyst, good yields (up to 95%), and substrate generality. The nature of the reaction was revealed through NMR spectroscopy and isolation of intermediates.
Presented herein is a facile and straightforward synthetic method for the construction of amides via Ni/NHC-catalyzed amidation of alcohols with amines. The strategy exhibits various advantages over existing methods, including base metal catalysis, commercially available catalyst, removal of oxidant, good yields (up to 95%), good functional group tolerance and substrate generality. Moreover, the nature of the reaction was revealed by NMR spectroscopy and isolation of intermediates.

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