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FeCl<sub>3</sub>-Mediated Synthesis of 2-(Trifluoromethyl)quinazolin-4(3<i>H</i>)-ones from Isatins and Trifluoroacetimidoyl Chlorides

Le‐Cheng Wang, Shiying Du, Zhengkai Chen, Xiao‐Feng Wu

2020Organic Letters63 citationsDOI

Abstract

An FeCl3-mediated cascade coupling/decarbonylative annulation reaction for the efficient construction of 2-(trifluoromethyl)quinazolin-4(3H)-ones has been developed. This transformation employs readily available isatins and trifluoroacetimidoyl chlorides as the starting materials, providing a facile and practical route to diverse biologically relevant quinazolin-4(3H)-one derivatives. A plausible reaction pathway has been proposed based on the mechanistic observations.

Topics & Concepts

ChemistryTrifluoromethylAnnulationCombinatorial chemistryCascadeOrganic chemistryCatalysisAlkylChromatographyQuinazolinone synthesis and applicationsAdvanced Synthetic Organic ChemistryCatalytic C–H Functionalization Methods
FeCl<sub>3</sub>-Mediated Synthesis of 2-(Trifluoromethyl)quinazolin-4(3<i>H</i>)-ones from Isatins and Trifluoroacetimidoyl Chlorides | Litcius