Hydrofluorination of Alkynes: From (<i>E</i>) to (<i>Z</i>)
Raphaël Gauthier, Jean‐François Paquin
Abstract
The hydrofluorination of alkynes is an efficient synthetic route to monofluoroalkenes or difluoroalkanes. Both fluorinated motifs have found applications in medicinal chemistry and beyond. This review explores the recent advances in the hydrofluorination of diverse alkynes through various activation methods, from classical coinage metal catalysis to metal-free conditions. The range of alkynes goes from the simplest unactivated alkynes to activated ones (ynones and derivatives, ynamides, alkynyl sulfides and sulfones as much as haloalkynes). Regio- and stereoselective methods exists, but there is still room for improvement depending on the type of alkyne.
Topics & Concepts
AlkyneStereoselectivityHalogenationChemistryCatalysisCombinatorial chemistryMetalOrganic chemistryNanotechnologyMaterials scienceFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods