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Perylenequinonoid-Catalyzed [4 + 1] and [4 + 2] Annulations of Azoalkenes: Photocatalytic Access to 1,2,3-Thiadiazole/1,4,5,6-Tetrahydropyridazine Derivatives

Yan Zhang*, Yuan Cao, Liushen Lu, Shiwei Zhang, Wenhao Bao, Shuping Huang, Yijian Rao*

*School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, P. R. China, Email: zhangyanjiangnan.edu.cn, raoyijianjiangnan.edu.cn

Y. Zhang, Y. Cao, L. Lu, S. Zhang, W. Bao, S. Huang, Y. Rao, J. Org. Chem., 2019, 84, 7711-7721.

DOI: 10.1021/acs.joc.9b00545 (free Supporting Information)


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Abstract

Visible light along with 1 mol % cercosporin catalyzes the synthesis of 1,2,3-thiadiazoles and 1,4,5,6-tetrahydropyridazines by a photocatalytic process with good regioselectivity and broad functional-group compatibility under mild conditions in a sustainable, environmentally friendly manner.

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Key Words

1,2,3-thiadiazoles, oxygen, photochemistry


ID: J42-Y2019