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Visible-Light-Induced α,γ-C(sp 3 )-H Difunctionalization of Piperidines.

Biao WangMin-Jie ZhouQi-Lin Zhou
Published in: Organic letters (2022)
Herein, we describe a novel protocol for visible-light-induced α,γ-C(sp 3 )-H difunctionalization of piperidines. This redox-neutral, atom-economical protocol, which exhibits a broad substrate scope and good functional group compatibility, constitutes a concise, practical method for constructing piperidine-containing bridged-ring molecules. Preliminary mechanistic studies indicated that highly regioselective activation of the inert γ-C(sp 3 )-H bond of piperidines was achieved through a 1,5-hydrogen atom transfer reaction of a nitrogen radical generated in situ.
Keyphrases
  • visible light
  • electron transfer
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