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新型电子给体-受体(EDA)配合物在可见光照射下促进2-氧代-2-色烯-3-腈的芳基化反应。

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

作者信息

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

机构信息

Fluoro-Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India.

出版信息

Org Biomol Chem. 2024 Dec 11;22(48):9408-9412. doi: 10.1039/d4ob01493f.

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 from 2,6-lutidine and diaryliodonium triflate. Under light irradiation, the EDA complex generates the aryl radical that undergoes addition with 2-oxo-2-chromene-3-carbonitriles an SET process. This method serves as an effective tool to access biologically active and pharmaceutically relevant coumarin scaffolds.

摘要

在无过渡金属、无光催化剂和无氧化剂的条件下,已证明了一种高效且操作简单的光化学方法。近年来,二芳基碘鎓盐已成为光诱导条件下最受欢迎的芳基化来源之一。在此,我们利用由2,6-二甲基吡啶和三氟甲磺酸二芳基碘鎓盐形成的电子给体-受体(EDA)配合物,开发了一种可见光诱导的杂环芳基化反应。在光照下,EDA配合物产生芳基自由基,该自由基与2-氧代-2-色烯-3-腈发生加成反应,这是一个单电子转移(SET)过程。该方法是获得具有生物活性和药学相关性的香豆素支架的有效工具。

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