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A Metal-Free Visible-Light Photoredox Construction and Direct C-H Functionalization of Pyridines: Green Synthesis of Polysubstituted Picolinaldehydes

Qun-Liang Zhang, Qin-qin Yu, Li Ma, Xuelian Lu, Qing-Tian Fan, Tian-Shun Duan, Yirong Zhou* and Fang-Lin Zhang*

*Huazhong University of Science and Technology, Wuhan 430030; Wuhan University of Technology, Wuhan 430070, China, Email: zhouyironghust.edu.cn, fanglinzhangwhut.edu.cn

Q.-L. Zahng, Q.-q. Yu, L. Ma, X. Lu, Q.-T. Fan, T.-S. Duan, Y. Zhou, F.-L. Zhang, J. Org. Chem., 2021, 86, 17244-17248.

DOI: 10.1021/acs.joc.1c02312



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Abstract

A visible-light-enabled biomimetic aza-6π electrocyclization provides diverse pyridines. In a subsequent Minisci-type reaction, a broad spectrum of polysubstituted picolinaldehydes were readily constructed with high efficacy and good functional group tolerance under metal- and oxidant-free conditions under visible light irradiation.


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Key Words

pyridines, photochemistry


ID: J42-Y2021