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

• Published in: Organic & biomolecular chemistry 2024-10, Vol.22 (38), p.786-781
• Main Authors: Pan, Changduo, Xiang, Chengli, Yu, Jin-Tao
• Format: Article
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/d4ob01257g

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. A photoredox-catalyzed decarboxylative aminoalkylation of 4-cyanopyridines with N -arylglycines is achieved to provide 4-(aminomethyl)pyridine derivatives through a radical-radical cross-coupling process.