Synthesis · 2008 · 58 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryGreen ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsIndole ChemistryIndole DerivativesIndole SynthesisOxidant ChemistrySelectivity
The direct thiocyanation of indoles and pyrrole with ammonium thiocyanate has been achieved using o-iodoxybenzoic acid (IBX) under mild and neutral conditions to produce indol-3-yl and pyrrol-2-yl thiocyanates, respectively, in excellent yields and with high selectivity. This method is effective even with N-substituted arylamines for the preparation of aryl thiocyanates.