可见光诱导级联磷酸化/环化以获得含磷重氮氨基咔唑

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-16 DOI:10.1021/acs.joc.5c0071310.1021/acs.joc.5c00713

Yifan Yin, Fei Liu, Miao Tian*, Liangliang Han*, Minghan Li, Jianfeng Tao, Qian Liu, Lianglong Sun, Xinming Xu* and Kai Sun*,

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引用次数: 0

摘要

在此，我们开发了一种新的自由基级联磷酸化/环化策略，以中等到较高的产量获得含磷重氮嘧啶融合咔唑，为探索生物活性分子提供了更多的机会。该方法具有无金属光化学串联、条件温和、底物范围广、放大能力强等特点。机理实验表明，该光催化磷酸化/环化反应是通过EnT/SET/SET/自由基加成/环化/SET/去质子化等一系列过程实现的。

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Visible Light-Induced Cascade Phosphorylation/Cyclization to Access Phosphorus-Containing Diazocinocarbazoles

Herein, we developed a novel radical cascade phosphorylation/cyclization strategy to access phosphorus-containing diazocine-fused carbazoles in moderate to good yields, offering expanded opportunities for the exploration of biologically active molecules. This method features metal-free photochemical tandem, mild conditions, broad substrate scopes, and scale-up ability. Mechanistic experiments implied that this photocatalyzed phosphorylation/cyclization reaction was realized by a sequence of EnT/SET/SET/radical addition/cyclization/SET/deprotonation processes.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.