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

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.

Automated summary

This study presents a strategy for the efficient synthesis of fused 3-trifluoromethyl-1,2,4-triazoles using a triethylamine-promoted intermolecular [3 + 2] cycloaddition pathway. The method exhibits high efficiency, good functional group tolerance, mild conditions, and ease of operation. Additionally, gram-scale reactions and product derivatizations were successfully conducted, demonstrating the practicality of this approach.