Visible-Light-Induced Monofluoroalkenylation and gem -Difluoroallylation of Inactivated C(sp 3 )-H Bonds via 1,5-Hydrogen Atom Transfer (HAT).
Yanyang BaoMeifang TangQing WangZhong-Yan CaoYanan WangZheliang YuanPublished in: The Journal of organic chemistry (2023)
The direct monofluoroalkenylation of C(sp 3 )-H bonds is of great importance and quite challenging. Current methods have been restricted to the monofluoroalkenylation of activated C(sp 3 )-H bonds. Here, we reported the photocatalyzed C(sp 3 )-H monofluoroalkenylation of inactivated C(sp 3 )-H bonds with gem -difluoroalkenes via 1,5-hydrogen atom transfer. This process shows good functional group tolerance, such as halides (F, Cl), nitrile, sulfone, ester, and pyridine, and good γ-selectivity. Moreover, this method succeeds in the photocatalyzed gem -difluoroallylation of inactivated C(sp 3 )-H with α-trifluoromethyl alkenes.