4-Hydroxy Pyridinium Triflate@SiO2 Nanoparticles as a Novel Efficient Catalyst for Fries Rearrangement of Aryl Esters with High Selectivity

Shermineh Sadat Ghalehbandi; Dadkhoda Ghazanfari; Sayed Ali Ahmadi; Enayatollah Sheikhhosseini

doi:10.2174/1570179417666200713175943

4-Hydroxy Pyridinium Triflate@SiO₂ Nanoparticles as a Novel Efficient Catalyst for Fries Rearrangement of Aryl Esters with High Selectivity

Curr Org Synth. 2020;17(8):654-660. doi: 10.2174/1570179417666200713175943.

Authors

Shermineh Sadat Ghalehbandi¹, Dadkhoda Ghazanfari¹, Sayed Ali Ahmadi¹, Enayatollah Sheikhhosseini¹

Affiliation

¹ Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran.

PMID: 32660403
DOI: 10.2174/1570179417666200713175943

Abstract

Introduction: We developed a simple, fast and new method for the Fries rearrangement of aryl esters.

Materials and methods: 4-Hydroxy pyridinium triflate functionalized silica is a very efficient, reusable and economically available catalyst for the Fries rearrangement in solvent-free condition and under microwave irradiation.

Results and discussion: Also, a notable selectivity was observed in the presence of 4-hydroxy pyridinium triflate functionalized silica.

Conclusion: Selectivity, shorter reaction time, high yield, and easy work-up are advantages of this synthetic method.

Keywords: 4-Hydroxy pyridinium triflate@SiO2 nanoparticles; CF3SO3H; Fries rearrangement; SiO2 nanoparticles; aryl esters; silica gel.

Publication types

Research Support, Non-U.S. Gov't