Arylazopyrazole linked Schiff bases as organocatalysts for the ipso-hydroxylation of arylboronic acids for the synthesis of phenols

被引:0
|
作者
Kumar, Manish [1 ]
Degani, Mariam S. [1 ]
机构
[1] Inst Chem Technol, Dept Pharmaceut Sci & Technol, Nathalal Parekh Marg Matunga East, Mumbai 400019, Maharashtra, India
关键词
Ipso; -hydroxylation; Arylazopyrazole linked Schiff base; Arylboronic acid; Organocatalyst; Hydrogen peroxide; Sustainable oxidation; OXIDATIVE HYDROXYLATION; BORONIC ACID; CATALYSIS; ARYL; NANOPARTICLES; CYCLIZATION; COMPLEXES; POLYMERS; STRATEGY; HALIDES;
D O I
10.1016/j.tetlet.2023.154785
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 H2O2 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 H2O2, in oxidative hydroxylation reactions.
引用
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页数:6
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