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α-Amino Radical-Mediated Difunctionalization of Alkenes with Polyhaloalkanes and N -Heteroarenes.

Jiabin ShenXiaoguang YueJun XuWanmei Li
Published in: Organic letters (2023)
Herein, we report a mild and practical protocol for the α-perchloroalkyl β-heteroarylation of alkenes using available chloroform as the dichloromethyl source via α-amino radical-mediated halogen-atom transfer. Various substrates are compatible under mild reaction conditions, providing the corresponding products in moderate to good yields. This strategy gives an efficient and convenient method for the introduction of chloroalkyl motifs into N -heteroarenes. The control experiment demonstrates that the α-amino radical generated in situ is a key intermediate in the transformation.
Keyphrases
  • randomized controlled trial
  • electron transfer
  • high intensity
  • molecular dynamics