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Chemodivergent Photocatalyzed Heterocyclization of Hydrazones and Isothiocyanates for the Selectivity Synthesis of 2-Amino-1,3,4-thiadiazoles and 1,2,4-Triazole-3-thiones

Qing-Hu Teng, Feng-Lai Lu, Kai Wang, Li-Ya Zhou* and Dian-Peng Li*

*School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, People's Republic of China, Email: zhouliyatf163.com, ldpgxib.cn

Q.-H. Teng, F.-L. Lu, K. Wang, L.-Y. Zhou, D.-P. Li, J. Org. Chem., 2023, 88, 7104-7116.

DOI: 10.1021/acs.joc.3c00320


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Abstract

Choice of the reaction medium, either neutral or acidic, enables a photocatalytic chemodivergent synthesis of 2-amino-1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones from isothiocyanates and hydrazones under mild and metal-free conditions.


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proposed mechanism



Key Words

1,3,4-thiadiazoles, oxygen, photochemistry


ID: J42-Y2023