Journal
SYNTHESIS-STUTTGART
Volume 47, Issue 12, Pages 1741-1748Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1380134
Keywords
redox condensation; iron-sulfur; benzimidazole; atom economy; sodium sulfide
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Unbalanced redox condensation reaction between o-nitroanilines and alcohols, leading to benzimidazole and quinoxaline heterocycles can be efficiently promoted and catalyzed by sodium sulfide (40 mol%) in combination with iron(III) chloride hexahydrate (1 mol%). Beside the role as a precursor for the iron-sulfur (Fe/S) catalyst formation, hydrated sodium sulfide was shown to be an excellent noncompetitive, multi-electron reducing agent.
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