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

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-10-30 DOI:10.1039/d4ob01493f
Tanmoy Sahoo , Dasari Vijaya Prasanna , B. Sridhar , B. V. Subba Reddy
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Abstract

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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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。
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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来源期刊
Organic & Biomolecular Chemistry
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: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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