Photoredox-Catalyzed Cross-Coupling of Enamides for
the Assembly of β‑Difluoroimine Synthons
Version 2 2017-10-12, 13:34
Version 1 2017-10-12, 13:31
Posted on 2017-10-12 - 13:34
A 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.
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Wu, Jicheng; Lang, Ming; Wang, Jian (2017). Photoredox-Catalyzed Cross-Coupling of Enamides for
the Assembly of β‑Difluoroimine Synthons. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b02809
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