THERMAL TRANSFORMATIONS OF 7-ARYL-1,6-DIAZABICYCLO[4.10]HEPTANES AND 6,13-DIARYLPERHYDRODIPYRIDAZINO-[1,2-a:1′,2′-d]-1,2,4,5-TETRAZINES

The thermolysis of 7-aryl-1,6-diazabicyclo[4.1.0]heptanes in the absence of 1,3-dipolarophiles leads to dimers of the initially formed azomethineimines, namely, 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'd]-1,2,4,5-tetrazines The thermolysis of such diaziridines in the presence of N-arylmaleimides leads predominantly to the trans cycloaddition adducts. The trans adducts are the only products of the thermolysis in the presence of 2,6-disubstituted N-phenylmaleimides. The cis adducts predominated in the thermolysis of 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'-d]-1,2,4,5-tetrazines in the presence of N-arylmaleimides without substituents in the ortho position of the benzene ring.