Abstract
An alternate procedure for oxidative hydroxylation of aryl boronic acids with aqueous TBHP to access phenols is described. The protocol tolerated various functional groups substituted with aromatic rings. The reaction was performed in water and free from transition metal oxidants.
Highlights
IntroductionAs part of our research interest involving metal-free oxidation reactions [86], a new protocol for the direct hydroxylation of aryl boronic acids with TBHP in the aqueous medium is reported (Scheme 1)
During a study of the Pd-Cu catalyzed cross-coupling reaction with phenylboronic acid as one of the components, surprisingly the reaction took a different course and resulted phenol as a new product. is unexpected product was observed after addition of aqueous TBHP as part of workup
An alternate method for the direct hydroxylation of aryl boronic acid to phenol promoted by aqueous TBHP as an oxidant using metal- and solvent-free conditions has been described. e products were obtained in good to excellent yields
Summary
As part of our research interest involving metal-free oxidation reactions [86], a new protocol for the direct hydroxylation of aryl boronic acids with TBHP in the aqueous medium is reported (Scheme 1)
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