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Updated: Jan 22, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Ring-Opening Radical Trifluoromethylation of Cycloalkanone Oximes
Zhonglin Liu1, Haigen Shen1, Haiwen Xiao1
1Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , P.R. China.
Abstract:
The copper-catalyzed ring-opening C-trifluoromethylation of cycloalkanone oximes with Zn(CF3)2 complexes is described. The reaction proceeds in dichloromethane under mild conditions, providing an efficient and general entry to γ- or δ-CF3-substituted nitriles via tandem N-O and C(sp2)-C(sp3) bond cleavage and C(sp3)-CF3 bond formation. The protocol exhibits a broad substrate scope and wide functional group compatibility. A radical mechanism involving the CF3 transfer from Cu(II)-CF3 complexes to alkyl radicals is proposed.
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