Citation: Shan Wang, Ya-Jian Hu, Xuan Deng, Guang-Yi Zhang, Zichen Xu, Yu-Tao He. Visible light-mediated syntheses of β-pyridyl azides via three-component radical relay[J]. Chinese Chemical Letters, ;2026, 37(4): 111276. doi: 10.1016/j.cclet.2025.111276 shu

Visible light-mediated syntheses of β-pyridyl azides via three-component radical relay

Institute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, State Key Laboratory of Bioactive Molecules and Druggability Assessment, Jinan University, Guangzhou 510632, China

xuzc224@jnu.edu.cn

heyutao7@jnu.edu.cn

Received Date: 19 November 2024
Revised Date: 18 April 2025
Accepted Date: 29 April 2025
Available Online: 30 April 2025

Figures(6)

An efficient method for the three-component azidopyridylation of unactivated alkenes to access β-pyridyl azides has been developed. The overall process involves a visible light-mediated radical-relay sequence that begins with an in situ generated methoxy radical, which may facilitate Si−N₃ bond activation to generate azidyl radical under mild conditions. The ensuing azidyl radical adds to the alkenes to furnish the carbon-centered radicals which themselves add, in an intermolecular sense, to pyridinium salts. This three-component photocatalytic strategy is effective for a broad range of alkenes and N-heterocycles, and readily affords synthetically useful azidyl- and pyridyl-containing building blocks. This method provides new insights into methoxy radical-initiated relay reactions as well as access to a range of new molecular scaffolds.
- Visible light-mediated,
- Radical relay,
- β-Pyridyl azides,
- Azidopyridylation,
- Methoxy radical
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