ElectroreductiveN-Debenzylation of Aminesand Amide Derivatives in an Undivided Cell

Abstract Direct electroreductive N-debenzylation of structurally diverse N-benzyl compounds was achieved in an undivided cell using a magnesium anode and carbon-felt cathode. Amines, N-heterocycles, amides, carbamates, ureas, lactams, and cyclic ureas were converted to the corresponding N–H products at room temperature without palladium catalysts or H2. The protocol exhibits broad functional-group tolerance and chemoselectively cleaves benzylic C–N bonds while preserving carbonyl frameworks, enabling late-stage deprotection of densely functionalized bioactive-molecule derivatives.

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Publication Details

Journal
Organic Letters
Published
2026-08-03
DOI
https://doi.org/10.1021/acs.orglett.6c02722
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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ElectroreductiveN-Debenzylation of Aminesand Amide Derivatives in an Undivided Cell

Feng Han, Yi Wang, Zihan Zhang, He Huang et al.
Organic Letters
Radical Photochemical Reactions
article

ElectroreductiveN-Debenzylation of Aminesand Amide Derivatives in an Undivided Cell

Feng Han, Yi Wang, Zihan Zhang, He Huang, Chenghui Sun, Weixiao Ji, Hao Guo, Tianyi Zhang, Xin Li, Siping Pang
article en

Abstract

Abstract Direct electroreductive N-debenzylation of structurally diverse N-benzyl compounds was achieved in an undivided cell using a magnesium anode and carbon-felt cathode. Amines, N-heterocycles, amides, carbamates, ureas, lactams, and cyclic ureas were converted to the corresponding N–H products at room temperature without palladium catalysts or H2. The protocol exhibits broad functional-group tolerance and chemoselectively cleaves benzylic C–N bonds while preserving carbonyl frameworks, enabling late-stage deprotection of densely functionalized bioactive-molecule derivatives.

Organic Letters
Aviation Industry Corporation of China (China) (CN), Beijing Institute of Technology (CN), Beijing Electronic Science and Technology Institute (CN), Beijing Research Institute of Mechanical and Electrical Technology (CN)
Clean water and sanitation
Openalex Percentile: Top 16%
Radical Photochemical Reactions
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