有机化学 上一篇    

研究论文

可见光催化的磷酰化环化合成磷酰基取代的吲哚并二氮草

侯馨怡a, 史同同b, 李泽江a,*, 董庆昊b, 孙凯b,*, 王薪b,*   

  1. a河北大学化学与材料科学学院 河北保定 071002;
    b烟台大学药学院 山东烟台 264005
  • 收稿日期:2025-09-25 修回日期:2025-10-20
  • 基金资助:
    国家自然科学基金(22301259),山东省自然科学基金(ZR2023MB135; ZR2024QB086)资助项目.

Visible-Light-Induced Phosphorylation Cyclization to Phosphorylated Indole-Fused Diazepines

Xinyi Houa, Tongtong Shib, Zejiang Lia,*, Qinghao Dongb, Kai Sunb,*, Xin Wangb,*   

  1. aCollege of Chemistry and Materials Science, Hebei University, Baoding, Hebei, 071002, P. R. China;
    bSchool of Pharmacy, Yantai University, Yantai, Shandong, 264005, P. R. China
  • Received:2025-09-25 Revised:2025-10-20
  • Contact: *E-mail: lizejiang898@126.com; wangx933@nenu.edu.cn; sunk468@nenu.edu.cn.
  • Supported by:
    Project supported by the National Natural Science Foundation of China (22301259); Shandong Provincial Natural Science Foundation (ZR2023MB135; ZR2024QB086).

在室温下,本工作发展了一种新颖的可见光诱导的磷酰化环化合成磷酰基取代的吲哚并二氮草。广泛的底物范围,良好的官能团兼容性,放大量合成,以及通过硝化,氯化和氰基化等衍生化反应证明了该方案的实用性。通过自由基抑制实验、开关光照射实验、AQE计算、紫外-可见吸收光谱研究和循环伏安实验,提出了能量转移介导的磷中心自由基反应途径。

关键词: 光催化, 自由基环化, 磷酰化, 氮杂中环

A novel visible-light induced phosphorylation cyclization to indole-fused medium-sized diazepines was established under room temperature. Broad substrates scope, good functional group compatibility, large-scale synthesis and derivatization via nitration, chlorination and cyanation demonstrate the utility of this protocol. P-centered radical involed energy transfer (EnT) process was proposed based on radical inhibition experiments, visible-light irradiation on-off test, AQE calculation, UV-vis absorption spectroscopic studies and cyclic voltammetry experiments.

Key words: Photocatalysis, Radical cyclization, Phosphorylation, Medium-sized N-heterocycles