Boric Acid as Highly Efficient Catalyst for the Synthesis of Phenols from Arylboronic Acids

Abstract

A simple, efficient, and environmentally benign boric acid catalyzed methodology for the ipso‐hydroxylation of arylboronic acid to phenol has been developed using aqueous hydrogen peroxide as an oxidizing agent and ethanol as the solvent. The versatility of this protocol is that the reactions were performed at room temperature in short reaction time under metal‐, ligand‐, and base‐free conditions.

Highly Porous Polycaprolactone Membrane: A Biocompatible Promotor for Oxidative Hydroxylation of Arylboronic Acids

“…In addition to these methodologies using various oxidants, the development of a greener alternative has been a topic of interest and numerous investigations have been performed using H 2 O 2 along with various supports. As an eco‐friendly oxidant, hydrogen peroxide (aqueous H 2 O 2 ) has been used with various supports, including urea, biosilica, PEG‐400, H 3 BO 3 , Al 2 O 3 , water extract of rice straw ashes, poly(N‐vinylpyrrolidone)/poly(4‐vinylpyridine) . iodine, Amberlite IR‐120, Mont K‐10@AgNPs, and silica chloride, providing a versatile processes for the preparation of phenolic derivatives.…”

Recent Advances in Green Synthesis of Functionalized Phenols from Aromatic Boronic Compounds

“…It was suggested that the performance can be further improved by optimizing the structure of the flavin catalyst. In the same year, Bora and co‐workers reported that boric acid could act as a green catalyst for the synthesis of phenols from aryl boronic acids (Scheme e) …”

Agro‐Waste Extract Based Solvents: Emergence of Novel Green Solvent for the Design of Sustainable Processes in Catalysis and Organic Chemistry

“…Arylboronic acids are considered as the most versatile organometallic reagent for the ipso ‐hydroxylation to phenol derivatives. This conversions usually mediated in the presence of H 2 O 2 , but often requires a catalyst or additive . Inspired by the excellent greenness of AWEs, Chetia and co‐workers developed an efficient protocol for the ipso ‐hydroxylation of aryl/heteroarylboronic acid 33 in H 2 O 2 ‐WERSA system .…”