Tetrahedron

Decomposition of arylazides by THF/n-butyllithium-II-isolation of 1-aryl-4, 5-dihydro-5-hydroxy-1H-1, 2, 3-triazoles

L Di Nunno, A Scilimati

Index: Nunno, L. Di; Scilimati, A. Tetrahedron, 1986 , vol. 42, # 14 p. 3913 - 3920

Full Text: HTML

Citation Number: 26

Abstract

By reaction of arylazides having no electron-withdrawing groups with the enolate ion of the acetaldehyde (formed by cycloreversion of THF in the presence of n-butyllithium), 1-aryl-4, 5- dihydro-5-hydroxy-1H-1, 2, 3-triazoles could be isolated and then characterized. Further reaction of such hydroxytriazolines with the same enolate ion afforded substantial amounts of the corresponding N-formylanilines, confirming their intermediacy in the previously ...