Regioselective Bromination of Aromatic Amines and Phenols Using N-Benzyl-DABCO Tribromide

Abstract

N-Benzyl-DABCO tribromide, a stable, solid organic ammonium tribromide, has been used as a bromine source for the regioselective and high-yielding bromination of aromatic amines and phenols. Mono-bromination proceeds well in the presence of a stoichiometric amount of bromine source at room temperature.

Keywords:

• N-Benzyl-DABCO tribromide
• bromination
• mono-bromoarenes
• organic ammonium tribromides

Notes

^a Yields refer to the isolated products.

^a Pyridinium hydrobromide perbromide (PHP).

^b Tetrabutylammonium tribromide (TBATB).

^c Pyridinium bromochromate (PBC).