Ruthenium-Catalyzed Divergent Acceptorless Dehydrogenative Coupling of 1,3-Diols with Arylhydrazines: Synthesis of Pyrazoles and 2-Pyrazolines

Yanling Zheng, Yang Long, Huihua Gong, Jiaqi Xu, Chunchun Zhang, Haiyan Fu*, Xueli Zheng, Hua Chen and Ruixiang Li*

*Key Laboratory of Green Chemistry & Technology, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, China, Email: scufhyscu.edu.cn, liruixiangscu.edu.cn

Y. Zheng, Y. Long, H. Gong, J. Xu, C. Zhang, H. Fu, X. Zheng, H. Chen, R. Li, Org. Lett., 2022, 24, 3878-3883.

DOI: 10.1021/acs.orglett.2c01497

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Abstract

Low loadings of a combination of Ru₃(CO)₁₂ and a NHC-diphosphine ligand catalyze acceptorless dehydrogenative coupling reactions of 1,3-diols with arylhydrazines to provide pyrazoles and 2-pyrazolines in good yields. The reactions offer high selectivity and wide substrate scope with only water and hydrogen gas as the byproducts.

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proposed reaction pathway

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Key Words

pyrazoles, 2-pyrazolines

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ID: J54-Y2022