Reactions of cyclic oxalyl compounds, 43 [1]: Synthesis and thermolysis offused 1-arylaminopyrrolones

Fused N-(di)arylamino-pyrrol-2,3-diones I are reacted with diphenylketene, thiosemicarbazide or 1,2-diaminobenzene to afford the 3-diphenylmethylene p yrrolones 2, the thiosemicarbazones 4 or the quinoxaline derivatives 5 as w ell as 6, respectively. Thermolysis of 2b,c,e,f,6b and the pyrrolo-quinoxal ine 8 afford the corresponding N-deaminated products 3, 7 and 9. Rearrangem ents into diazapropellanes following a thermally initiated Fischer - indoli zation as originally expected do not occur.