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Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)−H bonds

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  • Shao-Long Qi

    (State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University)

  • Yu-Peng Liu

    (State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University)

  • Yi Li

    (State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University)

  • Yu-Xin Luan

    (State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University)

  • Mengchun Ye

    (State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University
    Haihe Laboratory of Sustainable Chemical Transformations)

Abstract

Hydroarylation of alkynes with unactivated C(sp2)−H bonds via chelated C−H metalation mainly occurs at γ-position to the coordinating atom of directing groups via stable 5-membered metallacycles, while β-C(sp2)−H bond-involved hydroarylation has been a formidable challenge. Herein, we used a phosphine oxide-ligated Ni−Al bimetallic catalyst to enable β-C−H bond-involved hydroarylations of alkynes via a rare 7-membered nickelacycle.

Suggested Citation

  • Shao-Long Qi & Yu-Peng Liu & Yi Li & Yu-Xin Luan & Mengchun Ye, 2022. "Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)−H bonds," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-30367-8
    DOI: 10.1038/s41467-022-30367-8
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    References listed on IDEAS

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    1. Dingyi Wang & Ben Dong & Yandong Wang & Jiasheng Qian & Jinjun Zhu & Yue Zhao & Zhuangzhi Shi, 2019. "Rhodium-catalysed direct hydroarylation of alkenes and alkynes with phosphines through phosphorous-assisted C−H activation," Nature Communications, Nature, vol. 10(1), pages 1-10, December.
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