Iminyls. Part 6. Diazo- and alkoxy-iminyls

Abstract

Several diazo- and one alkoxy-aryliminyl(s) have been generated. These (i) fragment to arenecarbonitrile and aryl or alkoxyl radical, respectively, and (ii) abstract hydrogen to give the corresponding imines. The imines derived from the diazoiminyls react further to give triazoles and 2-aroylaminoazoarenes in low yield. Fragmentation of the phenyldiazoiminyls occurs more readily than that of the benzyloxyiminyl and the effect of α-substituents (phenyldiazo, benzyloxy, alkyl) on the ease of fragmentation of phenyliminyls is discussed.