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...

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Published in:ACS sustainable chemistry & engineering 2019-05, Vol.7 (9), p.9028-9034
Main Authors: Karthik, Murugan, Suresh, Palaniswamy
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Language:English
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description 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.
doi_str_mv 10.1021/acssuschemeng.9b01361
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title Graphene Oxide as a Carbocatalyst for Sustainable ipso-Hydroxylation of Arylboronic Acids: A Simple and Straightforward Strategy To Access Phenols
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