Pericyclic transformations in 1,5-dipolar iminoazimines
Abstract
On heating, benzocinnoline N-arylbenzaminimides (1) undergo 1,5-dipolar cyclisation and retro-dipolar cycloaddition to give benzocinnoline N-arylimides (3); in contrast the N-alkyl analogues (4) are much less stable and undergo a 1,6-H shift leading ultimately to 1-(2′-aminobiphenyl-2-yl)-3-phenyl-1,2,4-triazoles (6).