Access to 3-Amino-[1,2,4]-triazolo Pyridines and Related Heterocycles via Electrochemically Induced Desulfurative Cyclization

Yunfei Hu, Li Chen, Canlin Zou, Jiangtao He, Luanqi Feng, Jia-Qiang Wu*, Wen-Hua Chen* and Jinhui Hu*

*School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, P. R. China, Email: wyuchemwjqwyu.edu.cn, whchenwyu.edu.cn, wyuchemhjhwyu.edu.cn

Y. Hu, L. Chen, C. Zou, J. He, L. Feng, J.-Q. Wu, W.-H. Chen, J. Hu, Org. Lett., 2022, 24, 5137-5142.

DOI: 10.1021/acs.orglett.2c01968

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Abstract

An electrochemically induced desulfurative cyclization of 2-hydrazinopyridines with isothiocyanates provides a wide range of 3-amino-[1,2,4]-triazolo pyridines and related heterocycles under simple conditions without transition metals or external oxidants. This strategy offers broad substrate scope, good functional group compatibility, and gram-scale synthesis.

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proposed mechanism

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Key Words

1,2,4-triazolo[4,3-a]pyridines, electrochemistry

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ID: J54-Y2022