title: Metal-free nitroxyl radical-mediated β-C(sp3)-H amination of saturated ketones with heteroaryl halides: multiple roles of TEMPO.
abstract: The first metal-free nitroxyl-radical-mediated β-amination of saturated ketones by using heteroaryl halides as amide precursors has been developed. This reaction proceeds through a cascade α-aminoxylation/Cope-like elimination/aza-Michael addition sequence to afford β-amino ketone derivatives with excellent yields. TEMPO plays multiple roles in the current β-amination process, including those of an oxidant, an α-aminoxylation reagent, a β-hydrogen acceptor, an in situ base, and an oxygen source.
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. hanjl@nju.edu.cn.
authors.forename: Ping
authors.initials: P
authors.lastname: Qian
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. hanjl@nju.edu.cn.
authors.forename: Yu
authors.initials: Y
authors.lastname: Deng
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. hanjl@nju.edu.cn.
authors.forename: Haibo
authors.initials: H
authors.lastname: Mei
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. hanjl@nju.edu.cn.
authors.forename: Jianlin
authors.identifier: http://orcid.org/0000-0002-3817-0764
authors.initials: J
authors.lastname: Han
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. hanjl@nju.edu.cn.
authors.forename: Yi
authors.initials: Y
authors.lastname: Pan