New cycloaddition of diarylazines with 1,2-dehydrobenzene, 1,1,2,2-tetracyanoethylene, and dibenzoylacetylene-Facile synthesis of acridinones, pyrazolidine, and pyridazine derivatives

摘要

Diarylazines were reacted with 1,2-dehydrobenzene (omicron-benzyne) to give 10-amino-3-substituted-9(10H)-acridinones. On the other hand, 1,1,2,2-tetracyanoethylene was reacted with diarylazines through Michael addition to yield 5-aryrpyrazolidine-3,3,4,4-tetracarbonitriles. On reacting the same azines with dibenzoylacetylene, pyridazine derivatives were obtained via a Diels-Alder reaction.