Regioselective Synthesis of 2,4-Diaryl-6-trifluoromethylated Pyridines through Copper-Catalyzed Cyclization of CF<sub>3</sub>-Ynones and Vinyl Azides
Jixin Wang, Dũng Hoàng Bá, Mengqi Yang, Guolin Cheng, Lianhui Wang
Abstract
A novel copper-catalyzed cyclization of readily available vinyl azides with CF3-ynones is steadily achieved under mild conditions to furnish the versatile 2,4-diaryl-6-trifluoromethylated pyridine products, which are of great interest in medicinal chemistry. The generation of the vinyl iminophosphorane intermediates from vinyl azides through the Staudinger–Meyer reaction ensures the subsequent 1,4-addition process with CF3-ynones in this transformation.
Topics & Concepts
ChemistryRegioselectivityCatalysisCopperOrganic chemistryMedicinal chemistryCombinatorial chemistryFluorine in Organic ChemistryCyclopropane Reaction Mechanisms