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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 Radical Aminotrifluoromethylation of Alkenes
Haiwen Xiao1, Haigen Shen1, Lin Zhu1
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:
We report herein an unprecedented protocol for aminotrifluoromethylation of alkenes. With Cu(OTf)2 as the catalyst, the reaction of alkenes, (bpy)Zn(CF3)2, and N-fluorobis(benzenesulfonyl)imide (NFSI) at room temperature provides the corresponding aminotrifluoromethylation products in satisfactory yields with high regioselectivity opposite to those driven by CF3 radical addition. The method exhibits a broad substrate scope and wide functional group compatibility. A mechanism involving N-radical addition to alkenes followed by trifluoromethylation of alkyl radicals is proposed.
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