Reaction of Maleimides and Itaconimides with Carboxymethyleneazine Binucleophiles

Abstract

Reactions of N-arylmaleimides and N-arylitaconimides with carboxymethyleneazines has been studied. The reaction of itaconic acid imides with oxopiperazinylideneacetates and oxomorpholinylidene acetate involve imide recyclization to form pyridine-containing heterosystems. The reaction of N-arylitaconimides and N-arylmaleimides with oxoquinoxalinylidene acetate involves Michael addition to form linear adducts. The features of this process have been explored by means of quantum-chemical calculations.