Visible light-induced perfluoroalkylation reaction of indoles in the presence of Na2-eosin Y

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-04-11 DOI:10.1016/j.tetlet.2025.155571
Xiang-Wu He , Chen Du , Zhen-Jiang Liu , Min Jiang , Jin-Tao Liu
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Abstract

Visible light-induced perfluoroalkylation reaction of 3-substituted indoles using Na2-Eosin Y as photoredox catalysis was achieved under mild conditions to give a series of C2-perfluoroalkylated indoles in moderate to good yields. Under similar conditions, both C3 and C4 perfluoroalkylation reactions of 2-substituted indoles occurred to produce two regioisomers. The reaction of unsubstituted indole gave the C2 and C3 perfluoroalkylation products. A possible pathway was proposed based on the experimental results.

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na2 -伊红Y存在下,可见光诱导吲哚的全氟烷基化反应
以na2 -伊红Y为光氧化还原催化剂,在温和条件下进行了可见光诱导的3-取代吲哚全氟烷基化反应,得到了一系列产率中高的c2 -全氟烷基化吲哚。在相同条件下,2-取代吲哚的C3和C4全氟烷基化反应均产生两种区域异构体。未取代吲哚反应得到C2和C3全氟烷基化产物。根据实验结果,提出了一种可能的途径。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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