Photolysis of 2-azidopyridine 1-oxides. A convenient synthesis of 1, 2-oxazines

RA Abramovitch, C Dupuy

Index: Abramovitch, Rudolph A.; Dupuy, Claude Journal of the Chemical Society, Chemical Communications, 1981 , # 2 p. 36 - 37

Full Text: HTML

Citation Number: 6

Abstract

Photolysis or thermolysis of 2-azidopyridine 1-oxides (1) in benzene leads to nitrogen- elimination and ring-opening followed by recyclisation to give 6-cyano-1, 2-oxazines (5) which then usually rearrange thermally to 2-cyano-1-hydroxypyrroles (2); the photolyses provide a ready, high-yield route to 1, 2-oxazines.