Jie Liu, Hao-Wen Jiang, Xiu-Qin Hu,* and Peng-Fei Xu*
https://doi.org/10.1021/acs.orglett.4c01186
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 Nalkoxylpyridinium salts as bifunctional reagents with an exceptionally low catalyst loading (0.5 mol %).