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Organophotocatalytic pyridination of N -arylglycines with 4-cyanopyridines by decarboxylative and decyanative radical-radical coupling.

Changduo PanChengli XiangJin-Tao Yu
Published in: Organic & biomolecular chemistry (2024)
A photocatalytic decarboxylative aminoalkylation of 4-cyanopyridines with N -arylglycines is achieved, providing 4-(aminomethyl)pyridine derivatives in moderate to good yields. This organic photocatalytic reaction undergoes a radical-radical cross-coupling process under redox-neutral conditions, featuring simple operation, readily available N -arylglycines and a broad substrate scope. Mechanistic investigations indicated that a proton-coupled electron-transfer process was involved to enable the single electron transfer between the reduced photocatalyst and 4-cyanopyridine in the presence of N -arylglycines.
Keyphrases
  • electron transfer
  • visible light
  • highly efficient
  • reduced graphene oxide
  • room temperature