Rapid and Total Bromination of Aromatic Compounds Using TsNBr₂ Without Any Catalyst

Abstract

N,N-Dibromo-p-toluenesulfonamide (TsNBr₂) has been found to be a new reagent for bromination of aromatic compounds. The reaction is extremely fast and goes into completion instantaneously at ambient temperature to produce exclusively the corresponding polybrominated product. This procedure is applicable to various phenols, anisole, and anilines to give corresponding polybrominated compound as a single product in excellent yield.

GRAPHICAL ABSTRACT

Keywords:

• Aniline
• anisole
• bromination
• phenol
• tribromophenol
• TsNBr₂

Notes

^a Reaction condition: acetonitrile, 2 mL, rt.

^b Isolated yield.

^a Isolated yield after chromatographic purification.

^b Reaction time is 2 h.

^a Isolated yield after chromatographic purification.