title: CuX(2)-mediated oxybromination/aminochlorination of unsaturated amides: synthesis of iminolactones and lactams.
abstract: We report herein a CuX2-mediated halocyclization of γ,δ-unsaturated amides for the synthesis of functionalized iminolactones and lactams respectively under mild reaction conditions. Mechanism studies indicated that N-attack cyclization was via a radical route while oxycyclization was via a nucleophilic attack on the activated C=C bond.
authors.affiliation: Jiangsu Key Laboratory of Translational Research and Therapy for Neuro-Psycho-Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China. fliu2@suda.edu.cn.
authors.forename: Zhi-Qiang
authors.initials: ZQ
authors.lastname: Zhang
authors.forename: Feng
authors.initials: F
authors.lastname: Liu
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D000586:Amination; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D054879:Halogenation; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D007097:Imines; D007769:Lactams; D007783:Lactones; D003300:Copper