2,3-Dihydropyrrole-2,3-diones 1 thermally extrude CO, giving imidoylketenes 2, which cyclse efficiently to 4-quinolones 3; however, the analogous nitro(imidoyl)ketene 5 eliminates CO2 and rearranges to the 3-oximino-3H-indole 9, presumably via an imidoylnitrile oxide 7.
C. O. Kappe, G. Kollenz and C. Wentrup, J. Chem. Soc., Chem. Commun., 1992, 485 DOI: 10.1039/C39920000485
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