Synthesis of 5-trifluoromethyl-1,2,3-triazoles via base-mediated cascade annulation of diazo compounds with trifluoroacetimidoyl chlorides

A metal-, azide- and CF3-reagent free approach for the synthesis of 5-trifluoromethyl-1,2,3-triazoles via base-mediated cascade annulation of diazo compounds with trifluoroacetimidoyl chlorides has been developed. Notable advantages of the reaction include readily available reagents, mild reaction conditions, a broad substrate scope, high efficiency, and promising synthetic utility. The protocol could be scaled up to the gram scale and be applied to construct the key skeleton of the analogue of LCRF-0004.

Automated summary

A metal-, azide- and CF3-reagent free approach for the synthesis of 5-trifluoromethyl-1,2,3-triazoles via base-mediated cascade annulation of diazo compounds with trifluoroacetimidoyl chlorides has been developed. The reaction offers advantages such as readily available reagents, mild reaction conditions, a broad substrate scope, high efficiency, and promising synthetic utility. The protocol could be scaled up to the gram scale and be applied to construct the key skeleton of the analogue of LCRF-0004.