Direct Deprotonative Functionalization of α,α-Difluoromethyl Ketones using a Catalytic Organosuperbase
Amélia Messara, Dr. Armen Panossian, Dr. Koichi Mikami, Dr. Gilles Hanquet, Dr. Frédéric R. Leroux
Angew. Chem. Int. Ed., 2023, 61, e202215899
The deprotonation of α,α-difluoromethyl ketones is underinvestigated due to the instability of the generated carbanion that can evolve into a fluorocarbene. A method for the deprotonative functionalization of these compounds is described herein under an organocatalytic system using various electrophiles, and is also applied to a related α,α-difluoromethyl sulfoxide. This strategy gives access to highly valuable difluoromethylene scaffolds.