TEMPO-Catalyzed Electrochemical Hydrobenzylation of Imines with Methylarenes via Radical Cascade Reaction

Herein, we report a TEMPO-catalyzed electrochemical protocol for the hydrobenzylation of imines using methylarenes that afford diverse α-benzylated amines. The present strategy features mild and metal-free conditions, the utilization of inexpensive chemical reagents, and good atomic economy. The reaction exhibits broad substrate tolerance, successfully accommodating imines bearing heterocyclic motifs and complex natural product-derived macromolecular frameworks. Mechanistic studies reveal a radical-mediated cascade pathway underlying the transformation.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-09-30
DOI
https://doi.org/10.1021/acs.joc.5c01866
Citations
1
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

TEMPO-Catalyzed Electrochemical Hydrobenzylation of Imines with Methylarenes via Radical Cascade Reaction

Haijun Yu, Kaifa Zhang, Lei Zhou, Ablimit Abdukader et al.
1 citations
The Journal of Organic Chemistry
Radical Photochemical Reactions
0.94
article

TEMPO-Catalyzed Electrochemical Hydrobenzylation of Imines with Methylarenes via Radical Cascade Reaction

Haijun Yu, Kaifa Zhang, Lei Zhou, Ablimit Abdukader, Kun Xia, S. Zhang, Z. S. Shan, Hui Chen
article en
1 citations

Abstract

Herein, we report a TEMPO-catalyzed electrochemical protocol for the hydrobenzylation of imines using methylarenes that afford diverse α-benzylated amines. The present strategy features mild and metal-free conditions, the utilization of inexpensive chemical reagents, and good atomic economy. The reaction exhibits broad substrate tolerance, successfully accommodating imines bearing heterocyclic motifs and complex natural product-derived macromolecular frameworks. Mechanistic studies reveal a radical-mediated cascade pathway underlying the transformation.

The Journal of Organic ChemistryVol. 90(40)
Sun Yat-sen University (CN), Green Chemistry (PL), Xinjiang University (CN)
Openalex Percentile: Top 21%
Radical Photochemical Reactions
0.94
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TEMPO-Catalyzed Electrochemical Hydrobenzylation of Imines with Methylarenes via Radical Cascade Reaction — Haijun Yu, Kaifa Zhang, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS