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Cobalt‐Catalyzed Oxidative Isocyanide Insertion to Amine‐Based Bisnucleophiles: Diverse Synthesis of Substituted 2‐Aminobenzimidazoles, 2‐Aminobenzothiazoles, and 2‐Aminobenzoxazoles
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2013
Year
Chemical EngineeringIsocyanide InsertionEngineeringCobalt CatalysisSubstituted 2-AminobenzimidazolesHeterocyclicNatural SciencesDiversity-oriented SynthesisOrganic ChemistryDiverse SynthesisOrganometallic CatalysisCatalysisChemistrySubstituted 2‐AminobenzimidazolesSynthetic ChemistryAmine‐based Bisnucleophiles
Cobalt catalysis: Synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles was achieved by using cobalt(II) acetate catalyzed isocyanide insertion to o-diaminobenzene, 2-aminobenzenethiol, and 2-aminophenol derivatives in 1,4-dioxane (see scheme). It was found that the reaction proceeded efficiently to give the desired products in up to 95 % isolated yields by C-N and C-S (O, N) formation in a single step.
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