Catalytic Generation of Pyridyl Radicals via Electron Donor–Acceptor Complex Photoexcitation: Synthesis of 2-Pyridylindole-Based Heterobiaryls,Organic Letters

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Catalytic Generation of Pyridyl Radicals via Electron Donor–Acceptor Complex Photoexcitation: Synthesis of 2-Pyridylindole-Based Heterobiaryls
Organic Letters ( IF 4.9 ) Pub Date : 2024-09-17 , DOI: 10.1021/acs.orglett.4c02985
Yingfei Tan ₁ , Meiting Pei ₁ , Kang Yang ₁ , Tingting Zhou ₁ , Anhua Hu ₁ , Jing-Jing Guo ₁

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We report the catalytic generation of pyridyl radicals through photoexcitation of the electron donor–acceptor (EDA) complex, which enables the C2-selective heteroarylation of indole under ambient conditions. In this manifold, catalytic triarylamine and chloropyridine aggregate into an EDA complex in the presence of an inorganic base, making readily available chloropyridines good precursors for the generation of diverse pyridyl radicals. Given the broad reaction scope, this catalytic EDA complex protocol provides robust access to heterobiaryl scaffolds that are widely present in biologically important molecules.

中文翻译：

通过电子供体-受体复合物光激发催化生成吡啶自由基：2-吡啶吲哚基杂联芳基化合物的合成

我们报道了通过电子供体-受体（EDA）复合物的光激发催化生成吡啶基自由基，这使得吲哚在环境条件下能够发生 C2 选择性杂芳基化。在这个歧管中，催化三芳基胺和氯吡啶在无机碱存在下聚集成 EDA 络合物，使容易获得的氯吡啶成为产生各种吡啶基自由基的良好前体。鉴于广泛的反应范围，这种催化 EDA 复杂方案提供了对广泛存在于生物学重要分子中的杂联芳基支架的可靠访问。

更新日期：2024-09-17

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