Electrophilic Bromination of Alkenes, Alkynes, and Aromatic Amines with Iodic Acid/Potassium Bromide Under Mild Conditions

Abstract

Bromination of alkenes, alkynes, and aromatic amines has efficiently been carried out at room temperature in short reaction times using HIO₃/KBr in CH₂Cl₂/H₂O (1:1) to prepare corresponding brominated compounds in excellent yields.

Keywords:

• Alkenes
• alkynes
• aromatic amines
• bromination
• iodic acid

ACKNOWLEDGMENTS

The authors acknowledge the Bu-Ali Sina University Research Council (Grant Number 32-1716), the Center of Excellence in Development of Chemical Methods (CEDCM), and the National Foundation of Elites (BMN) for support of this work.

Notes

^a Reaction conditions: KBr (1.2 mmol), time: 40 min, solvent: CH₂Cl₂/H₂O (1:1), room temperature.

^b Isolated yields.

^a Refers to isolated yields.

^a Refers to isolated yields.

^a Refers to isolated yields.

^b Reaction condition: HIO₃ (4.8 mmol), KBr (4.4 mmol), and phenylacetylene (1.0 mmol).