Highly efficient heterogeneous V2O5@TiO2 catalyzed the rapid transformation of boronic acids to phenols. Issue 28 (29th July 2021)

• Record Type: Journal Article
• Authors: Upadhyay, Rahul; Singh, Deepak; Maurya, Sushil K.
• Is Part Of: European journal of organic chemistry. Issue 28(2021)
• Page Start: 3925
• Page End: 3931
• Publication Date: 2021-07-29
• Subjects: Boronic acid -- Heterogeneous catalysis -- Hydroxylation -- Pharmaceuticals -- Phenol; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100614
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A V2 O5 @TiO2 catalyzed green and efficient protocol for the hydroxylation of boronic acid into phenol has been developed utilizing environmentally benign oxidant hydrogen peroxide. A wide range of electron‐donating and the electron‐withdrawing group‐containing (hetero)aryl boronic acids were transformed into their corresponding phenol. The methodology was also applied successfully to transform various natural and bioactive molecules like tocopherol, amino acids, cinchonidine, vasicinone, menthol, and pharmaceuticals such as ciprofloxacin, ibuprofen, and paracetamol. The other feature of the methodology includes gram‐scale synthetic applicability, recyclability, and short reaction time. Abstract : The hydroxylation of boronic acid into phenol using heterogeneous V2 O5 @TiO2 catalystis described. The methodology was successfully applied to transform a varied range of (hetero)aryl, pharmaceutical‐derived and natural product‐derived boronic acid into their corresponding phenols in good to excellent yields.