Oxidation of enamine-esters with lead tetra-acetate. Part 1. Products from some N-alkylaminofumarates
Abstract
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).