title: Copper-catalyzed redox-neutral C-H amination with amidoximes.
abstract: CuI-catalyzed reactions of N-alkylamidoximes afforded dihydroimidazoles via sp(3) C-H amination. On the other hand, the reactions of N-benzoylamidoximes resulted in sp(2) C-H amination to form quinazolinones. The reaction mechanisms could be characterized as a redox-neutral radical pathway including a Cu(I)-Cu(II) redox catalytic cycle.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. shunsuke@ntu.edu.sg.
authors.forename: Hui
authors.initials: H
authors.lastname: Chen
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Chiba
mesh_terms: D000577:Amides / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010091:Oximes / Q000737:chemistry*
chemical_list: D000577:Amides; D007093:Imidazoles; D009942:Organometallic Compounds; D010091:Oximes; D003300:Copper