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Visible-Light-Induced Nickel-Catalyzed Radical Cross-Couplings to Access α‑Aryl-α-trifluoromethyl Alcohols

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journal contribution
posted on 2022-12-09, 13:09 authored by Feng Chen, Xiu-Hua Xu, Lingling Chu, Feng-Ling Qing
A photochemically induced nickel-catalyzed radical cross-coupling of phthalimido trifluoroethanol with aryl bromides to furnish α-aryl-α-trifluoromethyl alcohols is reported. This reaction proceeds via a photoinduced charge transfer of an electron donor–acceptor complex between Hantzsch ester and phthalimido trifluoroethanol, followed by 1,2-hydrogen atom transfer, to generate the α-hydroxytrifluoroethyl radical for the cross-coupling of aryl bromides. No exogenous photocatalysts or stoichiometric metal reductants are required in this mild and operationally simple protocol. Broad substrate compatibility and excellent functional group tolerance are observed.

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