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Dual Photoredox/Nickel-Catalyzed Regioselective Cross-Coupling of 2-Arylaziridines and Potassium Benzyltrifluoroborates: Synthesis of β-Substitued Amines.

Xiao-Ye YuQuan-Quan ZhouPeng-Zi WangChun-Miao LiaoJia-Rong ChenWen-Jing Xiao
Published in: Organic letters (2018)
A dual visible light photoredox and nickel-catalyzed cross-coupling reaction of 2-arylaziridines and potassium benzyltrifluoroborates is described for the first time. This strategy features high functional group tolerance, exclusive regioselectivity for reaction at the more hindered C-N bond, easily accessible substrates, and mild redox-neutral reaction conditions. A variety of diversely substituted β-substituted amines are obtained in generally good yields.
Keyphrases
  • visible light
  • electron transfer
  • molecular docking
  • room temperature
  • reduced graphene oxide
  • carbon nanotubes
  • metal organic framework
  • molecular dynamics simulations
  • ionic liquid