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Arylazopyrazole linked Schiff bases as organocatalysts for the ipso-hydroxylation of arylboronic acids for the synthesis of phenols.
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Nov2023, Vol. 131, pN.PAG-N.PAG. 1p. - Publication Year :
- 2023
-
Abstract
- [Display omitted] • A simple metal-free strategy for the synthesis of phenols. • An azopyrazole-linked Schiff base as organocatalyst. • Use of the green solvent system for the synthesis. A simple metal-free strategy for the synthesis of phenols from aryl and hetero aryl-boronic acids using arylazopyrazole linked o -hydroxyl Schiff base has been illustrated. These sustainable ipso -hydroxylations have very short reaction times, using aqueous H 2 O 2 as the oxidant in aqueous-alcoholic medium. The current protocol has been demonstrated to be effective with a variety of electron-rich and electron-deficient aromatic substrates and provides access to a wide range of phenols. This is the first time that an azoyrazole linked Schiff base has been used to increase the nucleophilicity of H 2 O 2 , in oxidative hydroxylation reactions. [ABSTRACT FROM AUTHOR]
- Subjects :
- *PHENOLS
*PHENOL
*NUCLEOPHILIC reactions
*HYDROXYLATION
*ACIDS
*SCHIFF bases
Subjects
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 131
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 173232746
- Full Text :
- https://doi.org/10.1016/j.tetlet.2023.154785