A Convenient FeCl<sub>3</sub>‐Mediated Synthesis of 5‐Trifluoromethyl‐1,2,4‐triazoles from Trifluoroacetimidoyl Chlorides and Hydrazides
Shiying Du, Le‐Cheng Wang, Zuguang Yang, Zhengkai Chen, Xiao‐Feng Wu
Abstract
Abstract A low cost FeCl 3 ‐mediated cascade annulation of trifluoroacetimidoyl chlorides and hydrazides for the efficient synthesis of 5‐trifluoromethyl‐1,2,4‐triazoles has been developed. The transformation proceeds through a cascade base‐promoted intermolecular C−N bond formation and FeCl 3 ‐mediated intramolecular dehydration sequence under mild conditions. The protocol exhibits many notable features and can be readily scaled up to gram scale. magnified image
Topics & Concepts
ChemistryAnnulationTrifluoromethylIntramolecular forceIntermolecular forceCascadeCombinatorial chemistryTransformation (genetics)Base (topology)Sequence (biology)StereochemistryMedicinal chemistryOrganic chemistryCatalysisMoleculeAlkylChromatographyGeneBiochemistryMathematicsMathematical analysisFluorine in Organic ChemistryClick Chemistry and ApplicationsSynthesis and Biological Evaluation