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Ni-catalyzed benzylic β-C(sp3)–H bond activation of formamides

Author

Listed:
  • Rong-Hua Wang

    (Nankai University)

  • Wei-Wei Xu

    (Nankai University)

  • Hongli Wu

    (Tianjin University)

  • Yue Li

    (Nankai University)

  • Jiang-Fei Li

    (Nankai University)

  • Tao Zhang

    (Nankai University)

  • Genping Huang

    (Tianjin University)

  • Mengchun Ye

    (Nankai University
    Haihe Laboratory of Sustainable Chemical Transformations)

Abstract

The development of transition metal-catalyzed β-C–H bond activation via highly-strained 4-membered metallacycles has been a formidable task. So far, only scarce examples have been reported to undergo β-C–H bond activation via 4-membered metallacycles, and all of them rely on precious metals. In contrast, earth-abundant and inexpensive 3d transition metal-catalyzed β-C–H bond activation via 4-membered metallacycles still remains an elusive challenge. Herein, we report a phosphine oxide-ligated Ni−Al bimetallic catalyst to activate secondary benzylic C(sp3)–H bonds of formamides via 4-membered nickelacycles, providing a series of α,β-unsaturated γ-lactams in up to 97% yield.

Suggested Citation

  • Rong-Hua Wang & Wei-Wei Xu & Hongli Wu & Yue Li & Jiang-Fei Li & Tao Zhang & Genping Huang & Mengchun Ye, 2022. "Ni-catalyzed benzylic β-C(sp3)–H bond activation of formamides," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-35541-6
    DOI: 10.1038/s41467-022-35541-6
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    References listed on IDEAS

    as
    1. Sarah Z. Tasker & Eric A. Standley & Timothy F. Jamison, 2014. "Recent advances in homogeneous nickel catalysis," Nature, Nature, vol. 509(7500), pages 299-309, May.
    2. Sarah Z. Tasker & Eric A. Standley & Timothy F. Jamison, 2014. "Erratum: Recent advances in homogeneous nickel catalysis," Nature, Nature, vol. 510(7503), pages 176-176, June.
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