A photocatalyst-free visible-light-promoted tandem intramolecular cyclization/heteroarylation between bromodifluoroacetamides and quinoxalin-2(1H)-ones or coumarins was developed. The process could generate a broad range of α,α-difluoro-γ-lactams.
An N-heterocyclic carbene catalyzed radical tandem cyclization reaction of N-allylbromodifluoroacetamides and aldehydes has been developed. This method provides a protocol for synthesizing α,α-difluoro-γ-lactam derivatives in moderate to good results (27 examples, up to 88% yield, 10 : 1 d.r.).
A direct synthetic approach to α,α-difluoro-β-amino amides via the zinc-promoted Reformatsky reaction of aldimines using bromodifluoroacetamides and the selective reduction of their amino amides to 2,2-difluoropropane-1,3-diamines.
By harnessing the reactivity of alkynes and alkenes under photochemical conditions, novel pathways have been unlocked to construct N-heterocyclic compounds, allowing for more efficient and sustainable synthesis.
This feature article summarizes the developments in fluorinated carbene transformations, and their consequent C–F functionalization in a cascade platform.