Shi Chengcheng, Guo Lin, Gao Han, Luo Mengqi, Zhou Xiao, Yang Chao, Xia Wujiong
State Key Laboratory of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Lett. 2023 Oct 27;25(42):7661-7666. doi: 10.1021/acs.orglett.3c02988. Epub 2023 Oct 16.
A catalyst-free approach for the multicomponent aminoheteroarylation reaction of alkenes with -aminopyridinium salts and heteroarenes is herein described. The reaction shows good functional group tolerance and allows the generation of valuable β-heteroarylethylamines in satisfying yields. In this transformation, -aminopyridinium salts and heteroarenes are utilized to generate electron donor-acceptor complexes, which undergo a single-electron transfer process upon light irradiation to form key amidyl radicals and heteroaryl radical cations. The amidyl radical is subsequently captured by alkenes, followed by a Minisci-type reaction to yield the desired β-heteroarylamines as products.
本文描述了一种无催化剂的方法，用于烯烃与氨基吡啶鎓盐和杂芳烃的多组分氨基杂芳基化反应。该反应具有良好的官能团耐受性，能够以令人满意的产率生成有价值的β-杂芳基乙胺。在这种转化过程中，氨基吡啶鎓盐和杂芳烃用于生成电子供体-受体复合物，该复合物在光照下经历单电子转移过程，形成关键的酰胺基自由基和杂芳基自由基阳离子。酰胺基自由基随后被烯烃捕获，接着通过Minisci型反应生成所需的β-杂芳基胺作为产物。
