Construction of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides and derivatives

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(33), P. 4872 - 4890

Published: Jan. 1, 2023

Recent advances in the direct synthesis of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides (TFAICs) and derivatives, including trifluoroacetimidohydrazides (TFAIHs) CF3-imidoyl sulfoxonium ylides (TFISYs), are systematically summarized discussed. The cascade annulation reactions synthons with suitable coupling partners have emerged as a powerful promising tool for construction variety trifluoromethyl-substituted heterocycles. Compared other building blocks, TFAICs derivatives notable merits easy availability handling, relative stability safety, high reactivity.

Language: Английский

Metal-free synthesis of 3-trifluoromethyl-1,2,4-triazoles via multi-component reaction of trifluoroacetimidoyl chlorides, hydrazine hydrate and benzene-1,3,5-triyl triformate

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: Sept. 20, 2022

A convenient approach for the construction of pharmaceutically valuable 3-trifluoromethyl-1,2,4-triazoles has been developed, which employs readily available trifluoroacetimidoyl chlorides, hydrazine hydrate and benzene-1,3,5-triyl triformate (TFBen) as starting materials. The multi-component reaction features broad substrate scope, high efficiency, scalability, providing a facile straightforward route to biologically important 3-trifluoromethyl-1,2,4-triazole scaffolds in moderate good yields. Considering its broad-spectrum pharmaceutical activity, method offers opportunity further study towards toxicity risk assessment structure-activity relationship pharmaceuticals containing trifluoromethyl-1,2,4-triazole cores.

Language: Английский