Transition-Metal-, Additive-, and Solvent-Free [3 + 3] Annulation of RCF<sub>2</sub>-Imidoyl Sulfoxonium Ylides with Cyclopropenones to Give Multifunctionalized CF<sub>3</sub>-Pyridones
Si Wen, Yanhui Chen, Qingyu Tian, Yuqing Zhang, Guolin Cheng
Abstract
An efficient and practical strategy was developed to synthesize 1,3,4-triaryl-6-trifluoromethylpyridones from CF3-imidoyl sulfoxonium ylides and cyclopropenones in good to excellent yields. This stepwise [3 + 3] annulation reaction was carried out under transition-metal-, additive-, and solvent-free conditions, generating 1 equiv of dimethyl sulfoxide as byproduct and tolerating a series of functional groups.
Topics & Concepts
AnnulationTransition metalSolventChemistryDimethyl sulfoxideMedicinal chemistrySulfoxideCombinatorial chemistryOrganic chemistryCatalysisFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods