A scalable and green one-minute synthesis of substituted phenols. Issue 66 (7th November 2020)

• Record Type: Journal Article
• Authors: Elumalai, Vijayaragavan; Hansen, Jørn H.
• Is Part Of: RSC advances. Volume 10:Issue 66(2020)
• Page Start: 40582
• Page End: 40587
• Publication Date: 2020-11-07
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0ra08580d
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The synthesis of highly substituted phenols is advanced via a green one minute hydroxylation and subsequent one-pot functionalizations. Abstract : A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso -hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2 O2 /HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.