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Weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis.

Jin ParkSehoon ParkGwang Seok JangRan Hui KimJaehoon JungSang Kook Woo
Published in: Chemical communications (Cambridge, England) (2021)
The selective rearrangement of oxaziridines to amides via a single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.
Keyphrases
  • visible light
  • density functional theory
  • molecular dynamics
  • electron transfer
  • molecular dynamics simulations
  • structural basis
  • crystal structure