Efficient and Selective Iodination of Benzylic Alcohols Using NaI/Brønsted Ionic Liquid System at Room Temperature

Abstract

Abstract

A simple, chemoselective, and effective procedure for the conversion of benzylic and allylic alcohols into corresponding iodides using NaI in the presence of a catalytic amount of 3-methylimidazolium hydrogensulfate ([Hmim]⁺) at room temperature is reported.

Keywords:

• Alkyl iodide
• benzylic alcohols
• Brønsted acidic ionic liquid
• iodination
• ionic liquid
• 3-methylimidazolium hydrogensulfate

ACKNOWLEDGMENTS

We gratefully acknowledge the funding support received for this project from the Isfahan University of Technology (IUT), Iran (A. R. H.), and Grant GM 33138 (A. E. R.) from the National Institutes of Health. Further financial support from the Center of Excellency in Sensor and Green Chemistry Research (IUT) is gratefully acknowledged.

Notes

Yields refer to pure isolated products, and products were characterized by comparison of their physical and spectral data (IR, ¹H NMR, MS) with those of authentic samples.

^aThe progress of reactions was determined by GC and TLC analysis.