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

Jiale Ji, Shiliang Wang, Zhaowen Dai, Yinghao Huo, Limin Wang, Qingshu Zheng () and Tao Tu ()
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Jiale Ji: Ningxia University
Shiliang Wang: Ningxia University
Zhaowen Dai: Fudan University
Yinghao Huo: Fudan University
Limin Wang: Fudan University
Qingshu Zheng: Ningxia University
Tao Tu: Ningxia University

Nature Communications, 2025, vol. 16, issue 1, 1-7

Abstract: 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.

Date: 2025
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DOI: 10.1038/s41467-025-61989-3

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