Liu Jie, Jiang Hao-Wen, Hu Xiu-Qin, Xu Peng-Fei
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P.R. China.
MOE Frontiers Science Center for Rare Isotopes, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.
Org Lett. 2024 May 3;26(17):3661-3666. doi: 10.1021/acs.orglett.4c01186. Epub 2024 Apr 24.
Considering the ubiquitous presence of pyridine moieties in pharmaceutical compounds, it holds immense value to develop practical and straightforward methodologies for accessing heterocyclic aromatic hydrocarbons. In recent years, N-alkoxypyridinium salts have emerged as convenient radical precursors, enabling the generation of the corresponding alkoxy radicals and pyridine through single-electron transfer. Herein, we present the first report on visible-light-mediated intermolecular alkoxypyridylation of alkenes employing N-alkoxylpyridinium salts as bifunctional reagents with an exceptionally low catalyst loading (0.5 mol %).
鉴于吡啶部分在药物化合物中普遍存在，开发实用且直接的方法来制备杂环芳烃具有巨大价值。近年来，N-烷氧基吡啶盐已成为方便的自由基前体，能够通过单电子转移生成相应的烷氧基自由基和吡啶。在此，我们首次报道了使用N-烷氧基吡啶盐作为双功能试剂，在极低催化剂负载量（0.5 mol%）下可见光介导的烯烃分子间烷氧基吡啶化反应。
