ol7b02809_si_001.pdf (12.24 MB)
Photoredox-Catalyzed Cross-Coupling of Enamides for the Assembly of β‑Difluoroimine Synthons
journal contribution
posted on 2017-10-12, 00:00 authored by Jicheng Wu, Ming Lang, Jian WangA photoredox-catalyzed
formal Csp3–Csp3 cross-coupling reaction
of enamides with bromodifluoro compounds
is established. The resulting gem-difluoromethylenated
γ-imines indicated high stability, excellent E/Z control, and broad functional group tolerance. These synthetic intermediates
can efficiently transfer to difluoromethylenated γ-amino acids
or δ-amino alcohols. Mechanistic analysis indicates that a radical/SET
mechanism proceeding via a difluoroalkyl radical may be involved in
the catalytic cycle.