Tan Yingfei, Pei Meiting, Yang Kang, Zhou Tingting, Hu Anhua, Guo Jing-Jing
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, China.
Org Lett. 2024 Sep 27;26(38):8084-8089. doi: 10.1021/acs.orglett.4c02985. Epub 2024 Sep 17.
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.
我们报道了通过电子供体-受体（EDA）络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进行C2选择性杂芳基化反应。在这个反应体系中，催化性三芳基胺和氯吡啶在无机碱存在下聚集形成EDA络合物，使易于获得的氯吡啶成为生成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络合物方法为广泛存在于生物重要分子中的杂联芳基支架提供了可靠的合成途径。
