4.7 Article

Nickel-Catalyzed Hydroamination of Olefins with Anthranils

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JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 17, 页码 12107-12118

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01430

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资金

  1. National Natural Science Foundation of China [21901045, 21901258]
  2. Technology Plan of Guangdong Province [2018A030310570]

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A nickel-catalyzed polarity-reversed hydroamination of olefins has been developed, providing a convenient route to N-alkyl-2-aminobenzophenones intermediates. This method is compatible with a wide range of olefins and anthranils, delivering the desired amines in high yields, making it applicable for organic synthesis.
A nickel-catalyzed polarity-reversed hydroamination of olefins has been achieved with anthranils as the electrophilic aminating agents and hydrosilane as the reductant. This protocol provides a facile access to N-alkyl-2-aminobenzophenones that are versatile intermediates in organic synthesis. A wide range of olefins and anthranils are compatible in this transformation, delivering the desired amines in useful to excellent yields (38 examples, up to 92% yield). The utility of this protocol is exhibited in the latestage functionalization of drug molecules and the valuable derivatives of the obtained amination products.

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