Regioselective Synthesis of 3-Trifluoromethylpyrazole by Coupling of Aldehydes, Sulfonyl Hydrazides, and 2-Bromo-3,3,3-trifluoropropene

Chuanle Zhu*, Hao Zeng, Chi Liu, Yingying Cai, Xiaojie Fang and Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: cechlzhuscut.edu.cn, jianghfscut.edu.cn

C. Zhu, H. Zeng, C. Liu, Y. Cai, X. Fang, H. Jiang, Org. Lett., 2020, 22, 809-813.

DOI: 10.1021/acs.orglett.9b04228

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Abstract

A highly regioselective three-component reaction of 2-bromo-3,3,3-trifluoropropene (BTP), aldehydes, and sulfonyl hydrazides provides 3-trifluoromethylpyrazoles. This metal-free, catalyst-free, and operationally simple approach offers mild conditions, a broad substrate scope, high yields, and valuable functional group tolerance.

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Key Words

pyrazoles, multicomponent reactions

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ID: J54-Y2020