THE TRIAZENE MOIETY AS A PROTECTING GROUP FOR AROMATIC-AMINES

Reaction of (2-,(3-, and (4-bromophenyl)-3,3-(1,4-butanediyl)triazenes (derived from the corresponding 2-, 3-, and 4-bromoanilines) with sec- or tert-butyllithiums gave the corresponding (triazenylaryl)-lithiums; these intermediates reacted with a variety of electrophiles to give substituted aryl triazenes. These products cound be converted to substituted anilines by reduction or to novel substituted aromatics by a modified Sandmeyer reaction.