Visible-Light-Induced Nickel-Catalyzed Radical Cross-Couplings to Access α-Aryl-α-trifluoromethyl Alcohols
Feng Chen, Xiu-Hua Xu, Lingling Chu and Feng-Ling Qing*
*Shanghai Institute of Organic Chemistry, University of
Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu,
Shanghai 200032, China, Email: flq
mail.sioc.ac.cn
F. Chen, X.-H. Xu, L. Chu, F.-L. Qing, Org. Lett., 2022, 24, 9332-9336.
DOI: 10.1021/acs.orglett.2c03943
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Abstract
A photochemically induced nickel-catalyzed radical cross-coupling of phthalimido trifluoroethanol with aryl bromides provides α-aryl-α-trifluoromethyl alcohols. 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.
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proposed mechanism
Key Words
benzylic alcohols, α-trifluoromethyl alcohols, Hantzsch ester, photochemistry
ID: J54-Y2022
