Photoredox-Catalyzed Cross-Coupling of Enamides for the Assembly of β‑Difluoroimine Synthons

Published on 2017-10-12T13:34:02Z (GMT) by
A photoredox-catalyzed formal C<sub>sp3</sub>–C<sub>sp3</sub> cross-coupling reaction of enamides with bromodifluoro compounds is established. The resulting <i>gem</i>-difluoromethylenated γ-imines indicated high stability, excellent E<i>/Z</i> 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.

Cite this collection

Wu, Jicheng; Lang, Ming; Wang, Jian (2017): Photoredox-Catalyzed Cross-Coupling of Enamides for

the Assembly of β‑Difluoroimine Synthons. ACS Publications.

https://doi.org/10.1021/acs.orglett.7b02809

Retrieved: 23:35, Oct 20, 2017 (GMT)