Benzoheterocyclic synthesis via benzoannelation of heterocyclic ortho??dicarboxaldehydes: Benzimidazoles from an imidazole??4, 5??dicarboxaldehyde; a benzo [b] …

A Corvers, EF Godefroi

Index: Corvers,A. et al. Recueil des Travaux Chimiques des Pays-Bas, 1973 , vol. 92, p. 1368 - 1376

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Citation Number: 2

Abstract

Abstract The base-catalyzed condensation of an imidazole-4, 5-dicarboxaldehyde, 1, with sulfides (ZCH 2) 2 S (Z= an electronegative group) is shown to constitute a general route to 5, 6-disubstituted benzimidazoles. In one case, a sulfoxide,(CH 3 OOCCH 2) 2 SO, behaves similarly. Sulfones (ZCH 2) 2 SO 2 bring about the transformation of 1 into imidazo [4, 5-d] thiepin-6, 6-dioxides; these are stable compounds, losing SO 2 only at elevated ...