Methyleneketenes 2 and imidoylketenes 4, generated from Meldrum's acid derivatives 1 and 2,3-dihydropyrrole-2,3-diones 3, respectively, both rearrange thermally to oxoketenimines 5; the imidoylketene–oxoketenimine rearrangement is reversible and much accelerated by electropositive migrating groups (SMe).
C. O. Kappe, G. Kollenz, R. Leung-Toung and C. Wentrup, J. Chem. Soc., Chem. Commun., 1992, 487 DOI: 10.1039/C39920000487
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