Photoexcited Copper-Catalyzed Difunctionalization of Alkenes for the Synthesis of 2,5-Diamino Acid Derivatives via Uncommon 1,2-Hydrogen Atom Transfer of Amidyl Radicals

Compared with 1,5-hydrogen atom transfer (1,5-HAT) processes, 1,2-HAT processes have been reported less frequently. And, the synthesis of 2,5-diamino acid derivatives via a mild photocatalytic approach has not been reported yet. Herein, we report a photoexcited copper-catalyzed difunctionalization of alkenes for the synthesis of 2,5-diamino acid derivatives via uncommon 1,2-HAT. The potential synthetic merit of this reaction is proven through a scale-up reaction. Notably, this new protocol is successfully applied to obtain a series of 2,5-diamino acid derivatives.

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Publication Details

Journal
Organic Letters
Published
2025-05-26
DOI
https://doi.org/10.1021/acs.orglett.5c01633
Citations
9
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
8.42
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article

Photoexcited Copper-Catalyzed Difunctionalization of Alkenes for the Synthesis of 2,5-Diamino Acid Derivatives via Uncommon 1,2-Hydrogen Atom Transfer of Amidyl Radicals

Jian Chen, Guanghui Lv, Liulin Jiao, Yong Wu et al.
9 citations
Organic Letters
Catalytic C–H Functionalization Methods
8.42
article

Photoexcited Copper-Catalyzed Difunctionalization of Alkenes for the Synthesis of 2,5-Diamino Acid Derivatives via Uncommon 1,2-Hydrogen Atom Transfer of Amidyl Radicals

Jian Chen, Guanghui Lv, Liulin Jiao, Yong Wu, Ting Yuan, Xue Zhang, Jinyu Hou, Zhongzhen Yang, Hongying Fan
article en
9 citations

Abstract

Compared with 1,5-hydrogen atom transfer (1,5-HAT) processes, 1,2-HAT processes have been reported less frequently. And, the synthesis of 2,5-diamino acid derivatives via a mild photocatalytic approach has not been reported yet. Herein, we report a photoexcited copper-catalyzed difunctionalization of alkenes for the synthesis of 2,5-diamino acid derivatives via uncommon 1,2-HAT. The potential synthetic merit of this reaction is proven through a scale-up reaction. Notably, this new protocol is successfully applied to obtain a series of 2,5-diamino acid derivatives.

Organic LettersVol. 27(22)
Hubei University of Medicine (CN), Sichuan University (CN), West China Hospital of Sichuan University (CN), Taihe Hospital (CN)
Openalex Percentile: Top 2%
Catalytic C–H Functionalization Methods
8.42
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Photoexcited Copper-Catalyzed Difunctionalization of Alkenes for the Synthesis of 2,5-Diamino Acid Derivatives via Uncommon 1,2-Hydrogen Atom Transfer of Amidyl Radicals — Jian Chen, Guanghui Lv, et al. · Organic Letters (2025) | TGRS Research Map | TGRS