Pd-IHept-Catalyzed Ring-Opening of gem -Difluorocyclopropanes with Malonates Via Selective C-C Bond Cleavage: Synthesis of Monofluoroalkenes.
Yuxuan YanHuijun QianLeiyang LvZhiping LiPublished in: The Journal of organic chemistry (2023)
Monofluoroalkene scaffolds are frequently found in various functional molecules. Herein, we report a Pd-IHept-catalyzed (NHC = N-heterocyclic carbene) defluorinative functionalization approach for the synthesis of monofluoroalkenes from gem -difluorocyclopropanes and malonates. The flexible yet sterically hindered N , N '-bis(2,6-di(4-heptyl)phenyl)imidazol-2-ylidene ligand plays a key role in ensuring the high reaction efficiency. In addition, sterically hindered 1,1- and 1,2-disubstituted gem -difluorocyclopropanes could also be used in this transformation.