首页|Selective nickel-electrocatalyzed benzylic C-H oxygenation of functionalized alkyl arenes
Selective nickel-electrocatalyzed benzylic C-H oxygenation of functionalized alkyl arenes
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Herein,a site-selective paired electrochemical C-H oxidation of functionalized alkyl arenes promoted by nickel catalyst is disclosed.A Ni(ll)-dioxygen species formed in situ efficiently enable the oxidation pro-cess under mild conditions with a broad substrate scope with excellent functional group compatibilities,such as free carboxylic acid,aldehyde,halogen(including aryl iodide),amide and amino acid.The use of the nickel catalyst in combination with water provides a safe,green and economical method for oxidation of a range of molecules varying in complexity and drug derivatives,demonstrating its potential applica-tion in organic synthesis and the pharmaceutical industry.Reaction outcomes and mechanistic studies re-vealed the key role of the in situ Ni(Ⅱ)-dioxygen species for the subsequent oxidation of C(sp3)-H bonds,and short-lived reactive intermediates(aryl radical cation)was rapidly captured by the combination of a bipolar ultramicroelectrode(BUME)with nano-electrospray ionization mass spectrometry.
State Key Laboratory of Elemento-Organic Chemistry,Frontiers Science Center for New Organic Matter,College of Chemistry,Nankai University,Tianjin 300071,China
College of Chemistry,Key Laboratory of Advanced Energy Materials Chemistry(Ministry of Education),Renewable Energy Conversion and Storage Center(RECAST),Frontiers Science Center for New Organic Matter,Nankai University,Tianjin 300071,China
国家重点研发计划国家自然科学基金中央高校基本科研业务费专项Frontiers Science Center for New Organic Matter,Nankai University
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