Abstract
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.
基金项目
国家重点研发计划(2022YFA1503200)
国家自然科学基金(22188101)
中央高校基本科研业务费专项(63223007)
Frontiers Science Center for New Organic Matter,Nankai University(63181206)