Dioxime oxalates; new iminyl radical precursors for syntheses of N-heterocycles

F Portela-Cubillo, J Lymer, EM Scanlan, JS Scott…

Index: Portela-Cubillo, Fernando; Lymer, James; Scanlan, Eoin M.; Scott, Jackie S.; Walton, John C. Tetrahedron, 2008 , vol. 64, # 52 p. 11908 - 11916

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Citation Number: 25

Abstract

Symmetrical and unsymmetrical dioxime oxalates were prepared by treatment of oximes with oxalyl chloride. UV photolysis of these precursors was found to be an atom-efficient way of generating iminyl radicals. The process was most efficient for dioxime oxalates having aryl substituents attached to their CN bonds. The method was useful for EPR spectroscopic study of iminyl and iminoxyl radicals. Photolyses in toluene solution, of dioxime oxalates ...