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

Autor: Feng Chen, Xiu-Hua Xu, Lingling Chu, Feng-Ling Qing
Rok vydání: 2022
Předmět:
Zdroj: Organic Letters. 24:9332-9336
ISSN: 1523-7052
1523-7060
DOI: 10.1021/acs.orglett.2c03943
Popis: 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.
Databáze: OpenAIRE