Reaction of azines with aromatic ketones; synthesis of α,β-unsaturated azines and 5,6-dihydro-4H-1,2-diazepines

Abstract

Azines react with aromatic ketones, in the presence of lithium di-isopropylamide (LDA), giving rise to mono- and di-hydroxyazines; the reaction of these compounds with AlCl₃ affords α,β-unsaturated azines and 5,5-disubstituted-5,6-dihydro-4H-1,2-diazepines, respectively.