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Conversion of Aryl Azides to Aminopyridines

Authors :
Sajan C. Patel
Noah Z. Burns
Source :
Journal of the American Chemical Society. 144:17797-17802
Publication Year :
2022
Publisher :
American Chemical Society (ACS), 2022.

Abstract

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.

Details

ISSN :
15205126 and 00027863
Volume :
144
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....3dae16e6f0c7f10ead9e6325c509b3f9