title: Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of α-diazo carbonyls via radical dediazotization.
abstract: A novel three-component carbo-oxygenation of α-diazo carbonyls for flexible synthesis of unprecedented α-aminooxy-β-amino ketones has been established through metal-free C(sp(3))-H functionalization from readily accessible N,N-dimethylanilines and N-hydroxyphthalimide. The reaction pathway involves an in situ-generated phthalimide N-oxyl radical-triggered dediazotization/radical coupling sequence, leading to C-O and C-C bond formation.
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou 221116, P. R. China. laotu@jsnu.edu.cn jiangchem@jsnu.edu.cn.
authors.forename: Nan-Nan
authors.initials: NN
authors.lastname: Wang
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Hao
authors.forename: Tian-Shu
authors.initials: TS
authors.lastname: Zhang
authors.forename: Guigen
authors.initials: G
authors.lastname: Li
authors.forename: Ya-Nan
authors.initials: YN
authors.lastname: Wu
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
mesh_terms: D000586:Amination; D000814:Aniline Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry*; D010084:Oxidation-Reduction; D010797:Phthalimides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D001391:Azo Compounds; D007659:Ketones; D009570:Nitriles; D010797:Phthalimides; C525414:phthalimide-N-oxyl; C015157:N,N-dimethylaniline; C037437:N-hydroxyphthalimide