Synthetic Communications · 2009 · 23 citations · 21 references
Aromatic CompoundsVilsmeier–haack BrominationOrganic ChemistrySolvent-free ConditionsChemistryHeterocycle ChemistryBromo DerivativesHalogenationReflux ConditionsSynthetic ChemistryEnantioselective SynthesisAromatic Hydrocarbons
Abstract Bromination of aromatic hydrocarbons is triggered by Vilsmeier–Haack reagent [N,N-dimethyl formamide (DMF–POCl3 system)] in the presence of KBr or N-bromosuccinimide (NBS) under solvent-free conditions by grinding the reactants in a mortar with a pestle. The reactions afforded corresponding bromo derivatives in very good yield with high regioselectivity. The results are comparable with those obtained under reflux conditions.
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