Iron-Catalyzed C(sp <sup>3</sup> )–H Amination Enabled by Visible-Light β-Homolysis

In this study, we developed a visible light-mediated C(sp<sup>3</sup>)-H amination strategy enabled by ligand-to-metal charge transfer (LMCT) and iron catalysis. The inexpensive Fe(NO<sub>3</sub>)<sub>3</sub>·9H<sub>2</sub>O affords a photoactive iron complex upon coordination with N-heteroaryl substrates, and the complex undergoes LMCT-induced β-homolysis to produce a high-valent Fe(IV)═O species. The Fe(IV)═O species promotes alkyl radical formation, enabling efficient C(sp<sup>3</sup>)-N bond construction. The reaction operates under mild conditions with broad functional group tolerance and excellent scalability, providing a practical platform for C(sp<sup>3</sup>)-H amination.

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Publication Details

Journal
Organic Letters
Published
2025-11-03
DOI
https://doi.org/10.1021/acs.orglett.5c03480
Citations
1
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

Iron-Catalyzed C(sp 3 )–H Amination Enabled by Visible-Light β-Homolysis

Xu-Gang Zhang, Peng‐Fei Xu, Yi Zhao, Haowen Jiang et al.
1 citations
Organic Letters
Synthesis and Catalytic Reactions
0.94
article

Iron-Catalyzed C(sp 3 )–H Amination Enabled by Visible-Light β-Homolysis

Xu-Gang Zhang, Peng‐Fei Xu, Yi Zhao, Haowen Jiang, Xiu‐Qin Hu, Huan-Huan Zhao
article en
1 citations

Abstract

In this study, we developed a visible light-mediated C(sp<sup>3</sup>)-H amination strategy enabled by ligand-to-metal charge transfer (LMCT) and iron catalysis. The inexpensive Fe(NO<sub>3</sub>)<sub>3</sub>·9H<sub>2</sub>O affords a photoactive iron complex upon coordination with N-heteroaryl substrates, and the complex undergoes LMCT-induced β-homolysis to produce a high-valent Fe(IV)═O species. The Fe(IV)═O species promotes alkyl radical formation, enabling efficient C(sp<sup>3</sup>)-N bond construction. The reaction operates under mild conditions with broad functional group tolerance and excellent scalability, providing a practical platform for C(sp<sup>3</sup>)-H amination.

Organic LettersVol. 27(45)
Xinjiang Entry-Exit Inspection and Quarantine Bureau (CN), State Key Laboratory of Chemical Engineering (CN), Gansu Provincial Center for Disease Control and Prevention (CN), Lanzhou University (CN)
Openalex Percentile: Top 20%
Synthesis and Catalytic Reactions
0.94
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