南京林业大学韩建林团队报道了电化学多组分级联自由基法合成碘甲基螺吡咯烷基氧吲哚。相关研究成果发表在2024年3月19日出版的《中国化学》。

研究人员开发了一种新型的吲哚连接烯烃，与CF₃SO₂Na和n-Bu₄NI的电化学多组分级联反应，该反应能够以良好的产率快速组装螺吡咯烷基氧吲哚。实验结果和DFT计算表明，该反应通过CF₃SO₂Na的氧化、与烯烃的自由基偶联、螺环化、亚磺酸盐的氧化、碘化物取代和水偶联进行。

这种策略的特点是反应条件温和，反应物易于处理，化学产率高。该一发现不仅丰富了吲哚连接烯烃的研究内容，而且与现有方法相比，为构建螺吡咯烷基环氧吲哚提供了一种绿色策略。

附：英文原文

Title: Electrochemical Multicomponent Cascade Radical Process Enabling Synthesis of Iodomethyl Spiropyrrolidinyl-Oxindoles

Author: Jingrui He, Haibo Mei, Jorge Escorihuela, Jianlin Han

Issue&Volume: 2024-03-19

Abstract: A novel electrochemical multicomponent cascade reaction of indole-tethered alkenes with CF3SO2Na and n-Bu4NI has been developed, which enables the rapid assembly of spiropyrrolidinyl-oxindoles in good yields. The experimental results and DFT calculations suggest that this reaction proceeds through the oxidation of CF3SO2Na, radical coupling with alkene, spirocyclization, oxidation of sulfinate, iodide substitution, and water coupling. This strategy features mild reaction conditions, easy-to-handle reactants, and good chemical yields. This finding not only enriches the research contents of indole-tethered alkenes but also provides a green strategy for the construction of spiropyrrolidinyl-oxindoles compared with the existing methodologies.

DOI: 10.1002/cjoc.202400127

Source: https://onlinelibrary.wiley.com/doi/full/10.1002/cjoc.202400127