posted on 2022-09-22, 13:37authored bySajan
C. Patel, Noah Z. Burns
A longstanding challenge in fundamental functional group
interconversion
has been the direct transformation of benzene into pyridine via nitrogen
insertion and carbon deletion. Herein, we report a protocol for the
transformation of aryl azides, easily accessible from their corresponding
anilines, to 2-aminopyridines using blue light and oxygen. Mechanistic
studies corroborate that the arene to pyridine conversion is achieved
by nitrogen insertion into the benzene ring followed by oxidative
carbon extrusion.