新型电子供体-受体（EDA）复合物在可见光照射下促进了 2-oxo-2H-chromene-3-carbonitriles 的芳基化反应。

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-11-05 DOI:10.1039/d4ob01493f

Tanmoy Sahoo, Dasari Vijaya Prasanna, B Sridhar, B V Subba Reddy

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引用次数: 0

摘要

在无过渡金属、无光催化剂和无氧化剂的条件下，一种高效且操作简单的光化学方法已经得到证实。近来，二芳基碘鎓盐已成为光诱导条件下最受欢迎的芳基化源之一。在此，我们开发了一种利用 2,6- 丁烷和三酸二亚碘鎓原位形成的 EDA 复合物进行可见光诱导的杂环芳基化反应。在光照射下，EDA 复合物生成芳基自由基，芳基自由基通过 SET 过程与 2-氧代-2H-铬-3-甲腈发生加成反应。这种方法是获得具有生物活性和医药相关性的香豆素支架的有效工具。

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Novel electron donor-acceptor (EDA) complex promoted arylation of 2-oxo-2H-chromene-3-carbonitriles under visible light irradiation.

An efficient and operationally simple photochemical method has been demonstrated under transition metal-free, photocatalyst-free, and oxidant-free conditions. In recent times, diaryliodonium salts have become one of the most popular arylating sources under photoinduced conditions. Herein, we developed a visible light induced arylation of heterocycles using an EDA complex that is formed in situ from 2,6-lutidine and diaryliodonium triflate. Under light irradiation, the EDA complex generates the aryl radical that undergoes addition with 2-oxo-2H-chromene-3-carbonitriles via an SET process. This method serves as an effective tool to access biologically active and pharmaceutically relevant coumarin scaffolds.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： The international home of synthetic, physical and biomolecular organic chemistry.