Synlett · 2012 · 24 citations · 0 references
Natural SciencesChemistryGreen ChemistryOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisSulfur CompoundsDiazonium SaltsThiophene Synthesis
In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines.