Bulletin of the Chemical Society of Japan · 2003 · 92 citations · 47 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganometallic ChemistryCatalytic MaterialsCoordination ChemistryHeterocyclic ChemistryOrganic SynthesisMetal CatalystsMild Reaction ConditionsRedox-active Small MoleculesRegioselective CatalysisRegioselective OxidationRing-forming ReactionsSchiff Base CatalysisTransition Metal-catalyzed Synthesis
Abstract A convenient and efficient procedure for the ring-opening of 1,2- epoxyethanes with ammonium thiocyanate in the presence of some Schiff-base complexes of metal(II) is described. The cleavage of the oxirane ring is found to proceed regioselectively under mild reaction conditions. Thus, several 2-hydroxyethyl thiocyanates, useful intermediates toward biological-active molecules, are easily obtained in very good yields.
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