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Aryl-2,3-dihydro-1H-pyrrolo(3,4-b)quinoxalines 8a-d react with ethenetetracarbonitrile (TCNE) in aerated benzene with formation of (3-(2-aryl-3-dicyanomethylene-2,3-dihydro-1H- pyrrolo(3,4-b)quinoxalin-1-ylidene)-2-aryl-2,3-dihydro-1H-pyrrolo(3,4-b)quinoxalin-1- ylidene)propanedinitriles 9a-d (41-48%), (2-aryl-3-arylimino-2,3-dihydro-1H-pyrrolo(3,4-b)- quinoxalin-1-ylidene)propanedinitriles 10a-d (19-22%) as well as quinoxaline-2,3-diol (11, 8- 11%). Rationales for these transformations are presented.

Novel dicyanomethylene compounds from the reaction of 2-aryl-2,3-dihydro-1H-pyrrolo[3,4-b]quinoxalines with ethenetetracarbonitrile