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Synfacts 2025; 21(07): 691
DOI: 10.1055/a-2601-4879
Metals in Synthesis

Metal-Free Photoredox-Catalyzed Radical Amination of Alkyl Boronates

Contributor(s):
Mark Lautens 
,
Mrinmay Baidya
Zhu C, Lin J, Bao X *, Wu J *. Shanghai Jiao Tong University and Soochow University, Suzhou, P. R. China
Development of N-Centered Radical Scavengers that Enables Photoredox Catalyzed Transition-Metal-Free Radical Amination of Alkyl Pinacol Boronates.

Nat. Commun. 2025;
16: 3225
DOI: 10.1038/s41467-025-58347-8
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Keywords

photocatalysis - N-centered radicals - metal-free - amination

Significance

This study develops imine-type N-radical scavengers for transition-metal-free photoredox amination of alkyl boronates, enabling diverse C–N bond formation with excellent functional group (FG) tolerance. Mechanistic studies and DFT calculations support the radical pathway.


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Comment

This well-executed study demonstrates the effectiveness of imine-type radical scavengers in the photoredox-catalyzed amination of organoboronates. This versatile strategy enables C–H amination, deoxygenative amination, and trifluoromethylative/sulfonylative aminations, offering valuable tools for synthesis.


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Publication History

Article published online:
23 June 2025

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