N-Methyl- and N-ethyl-aminofumarates are oxidised by lead tetra-acetate to mixtures of heterocyclic polyesters: pyrroles (4), pyridines (6), and pyrrolo[3,2-b]pyrroles (7). Some other N-alkylaminofumarates afford acyclic oxidative dimers, in which enamine molecules are linked through their β-carbon atoms. Dimers of one structure type (13) can be cyclised independently to (4) and (6).
R. M. Carr, R. O. C. Norman and J. M. Vernon, J. Chem. Soc., Perkin Trans. 1, 1980, 156 DOI: 10.1039/P19800000156
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