Graphene Oxide as a Carbocatalyst for Sustainable ipso-Hydroxylation of Arylboronic Acids: A Simple and Straightforward Strategy To Access Phenols

A metal-free and straightforward protocol for the synthesis of phenols from aryl and heteroaryl boronic acids has been demonstrated using graphene oxide as a carbocatalyst. This sustainable ipso-hydroxylation takes place under mild conditions using aqueous H2O2 as an oxidant in a water medium in a s...

Full description

Saved in:
Bibliographic Details
Published in:ACS sustainable chemistry & engineering 2019-05, Vol.7 (9), p.9028-9034
Main Authors: Karthik, Murugan, Suresh, Palaniswamy
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A metal-free and straightforward protocol for the synthesis of phenols from aryl and heteroaryl boronic acids has been demonstrated using graphene oxide as a carbocatalyst. This sustainable ipso-hydroxylation takes place under mild conditions using aqueous H2O2 as an oxidant in a water medium in a short time under organocatalytic and base-free conditions. The control experiments reveal that the presence of carboxyl groups promotes ipso-hydroxylation. The developed methodology offers GO as a benign solid-acid catalyst with good sustainability which can be reused several times without significant loss in its catalytic activities; this was proven by the Fourier transform infrared and powder X-ray diffraction studies of the reused catalyst.
ISSN:2168-0485
2168-0485
DOI:10.1021/acssuschemeng.9b01361