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Bio-inspired manganese-catalyzed deaminative hydroxylation of benzyl amines to corresponding alcohols

Author

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  • Jiale Ji

    (Ningxia University
    Fudan University)

  • Shiliang Wang

    (Ningxia University
    Fudan University)

  • Zhaowen Dai

    (Fudan University)

  • Yinghao Huo

    (Fudan University)

  • Limin Wang

    (Fudan University)

  • Qingshu Zheng

    (Ningxia University)

  • Tao Tu

    (Ningxia University
    Fudan University
    Chinese Academy of Sciences)

Abstract

Direct conversion of amines to corresponding alcohols is challenging even under harsh reaction conditions. Inspired by enzymatic transamination, we present a transamination borrowing-hydrogen strategy that enables the direct and selective Mn-catalyzed deaminative hydroxylation of benzylamines, affording a broad scope (>30 examples) of alcohols in good yields at low catalyst loadings (down to 0.05 mol%). Notably, methanol serves a dual role as hydrogen donor and amino acceptor, rather than a conventional role as a methylating agent. Mechanistic investigations reveal base plays a pivotal role in facilitating the 1,3-proton transfer process, thereby effectively suppressing N-methylation pathways and favoring alcohol formation.

Suggested Citation

  • Jiale Ji & Shiliang Wang & Zhaowen Dai & Yinghao Huo & Limin Wang & Qingshu Zheng & Tao Tu, 2025. "Bio-inspired manganese-catalyzed deaminative hydroxylation of benzyl amines to corresponding alcohols," Nature Communications, Nature, vol. 16(1), pages 1-7, December.
  • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-61989-3
    DOI: 10.1038/s41467-025-61989-3
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