Nickel‐Catalyzed Hydrogenation of Enamides and Quinolines via Photoinduced Hydrogen Atom Transfer

Comprehensive Summary Radical hydrogenation facilitated by metal (Fe, Co, Mn, etc .) hydride‐mediated hydrogen atom transfer ( m HAT) has emerged as a powerful technique in organic synthesis. However, nickel‐hydride (NiH) catalyzed radical hydrogenation has remained largely unexplored. Herein, we develop a NiH catalytic system that achieves the hydrogenation of enamides in high efficiency. This strategy stands out for its ability to hydrogenate challenging quinolines at room temperature, avoiding the catalyst poisoning and deactivation by quinolines and their hydrogenation products. Furthermore, the deuteration of alkenes was achieved with high deuteration rates (up to > 99%), underscoring its potential in the synthesis of deuterium‐containing molecules.

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Publication Details

Journal
Chinese Journal of Chemistry
Published
2025-04-18
DOI
https://doi.org/10.1002/cjoc.70039
Citations
2
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
1.07

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article

Nickel‐Catalyzed Hydrogenation of Enamides and Quinolines via Photoinduced Hydrogen Atom Transfer

You‐Quan Zou, Yi Wei, Zi‐Kui Liu, Lan Qin et al.
2 citations
Chinese Journal of Chemistry
Asymmetric Hydrogenation and Catalysis
1.07
article

Nickel‐Catalyzed Hydrogenation of Enamides and Quinolines via Photoinduced Hydrogen Atom Transfer

You‐Quan Zou, Yi Wei, Zi‐Kui Liu, Lan Qin, Xiao‐Qiang Hu
article en
2 citations

Abstract

Comprehensive Summary Radical hydrogenation facilitated by metal (Fe, Co, Mn, etc .) hydride‐mediated hydrogen atom transfer ( m HAT) has emerged as a powerful technique in organic synthesis. However, nickel‐hydride (NiH) catalyzed radical hydrogenation has remained largely unexplored. Herein, we develop a NiH catalytic system that achieves the hydrogenation of enamides in high efficiency. This strategy stands out for its ability to hydrogenate challenging quinolines at room temperature, avoiding the catalyst poisoning and deactivation by quinolines and their hydrogenation products. Furthermore, the deuteration of alkenes was achieved with high deuteration rates (up to > 99%), underscoring its potential in the synthesis of deuterium‐containing molecules.

Chinese Journal of ChemistryVol. 43(14)
Minzu University of China (CN), Wuhan University (CN), Zhongnan Hospital of Wuhan University (CN)
National Natural Science Foundation of China, Wuhan University
Clean water and sanitation
Openalex Percentile: Top 24%
Asymmetric Hydrogenation and Catalysis
1.07
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Nickel‐Catalyzed Hydrogenation of Enamides and Quinolines via Photoinduced Hydrogen Atom Transfer — You‐Quan Zou, Yi Wei, et al. · Chinese Journal of Chemistry (2025) | TGRS Research Map | TGRS