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Synthesis of fused 3-trifluoromethyl-1,2,4-triazoles via base-promoted [3 + 2] cycloaddition of nitrile imines and 1H-benzo[d]imidazole-2-thiols. 2023
Kaili Cen, and
Jiahao Wei, and
Yuting Feng, and
Yuan Liu, and
Xinye Wang, and
Yangyu Liu, and
Yalin Yin, and
Junhong Yu, and
Dahan Wang, and
Jinhui Cai
College of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, Hunan, China. jinhuicai@usc.edu.cn.
Here we report a strategy for the facile assembly of fused 3-trifluoromethyl-1,2,4-triazoles, which are difficult to synthesize using traditional strategies, in 50-96% yields through a triethylamine-promoted intermolecular [3 + 2] cycloaddition pathway. This protocol features high efficiency, good functional group tolerance, mild conditions, and easy operation. Furthermore, a gram-scale reaction and product derivatizations were carried out smoothly to illustrate the practicability of this method.
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