One of the important industrial processes commonly employed in the pharmaceutical, explosive, and plastic manufacturing industries is ipso-hydroxylation of arylboronic acids. In this work, a straightforward, metal-free methodology for the synthesis of phenols from arylboronic acids has been demonstrated using hydroxyl functionalized boron nitride (BN-OH) nanosheets. The functionalized hydroxyl groups on the BN nanosheets act as the active sites for the hydroxylation reaction to take place. The detailed optimization of reaction parameters was done in order to attain high catalytic efficiency, and the reactions were conducted in water, which eliminates the use of toxic solvents. The as-synthesized catalysts exhibited excellent recyclability and reusability in addition to high product yields and good turnover numbers. The green metrics parameters were also evaluated for the model reaction to examine the sustainable nature of the developed protocol. The use of BN-OH catalysts for the ipso-hydroxylation reactions under base-free and metal-free conditions using environmentally benign solvents is utmost desired for industrial processes and can pave a way toward sustainable organic catalysis.
Keywords: arylboronic acids; boron nitride; heterogeneous catalysis; ipso-hydroxylation; organic synthesis.