Access to 4-Trifluoromethyl Quinolines via Cu-Catalyzed Annulation Reaction of Ketone Oxime Acetates with <i>ortho</i>-Trifluoroacetyl Anilines under Redox-Neutral Conditions
Zhen‐Hua Wang, Li‐Wen Shen, Ping Yang, Yong You, Jian‐Qiang Zhao, Wei‐Cheng Yuan
Abstract
An efficient Cu-catalyzed annulation reaction of ketone oxime acetates with ortho-trifluoroacetyl anilines has been disclosed. With the developed protocol, a series of 4-trifluoromethyl quinolines were obtained in good to excellent yields (58–99%) under redox-neutral conditions. The protocol also could be extended to ferrocene-based ketone oxime acetates for the construction of ferrocene-substituted fluorine-containing quinolines.
Topics & Concepts
ChemistryKetoneOximeAnnulationTrifluoromethylFerroceneRedoxCatalysisOrganic chemistryMedicinal chemistryElectrochemistryAlkylElectrodePhysical chemistryFluorine in Organic ChemistrySynthesis and Biological EvaluationCyclopropane Reaction Mechanisms