Abstract
An effective route to 2-oxopyrrole-fused 1,n-diazaheterocyclic compounds and substituted 2-oxopyrroles is described. This involves reaction of 1,n-diamines or monoamines 1 and nitroketene dithioacetal (1,1-di(methylthio)-2-nitroethene) in the presence of dialkyl acetylenedicarboxylate 2 in EtOH to give 2-oxopyrrole derivatives 3 in good yields (Table 1). The structures were corroborated spectroscopically (IR, 1H and 13C NMR, and EIMS) and by elemental analyses. A plausible mechanism for this type of cyclization is proposed (Scheme 1).
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