Title | Cu-catalyzed oxygenation of alkene-tethered amides with O(2)via unactivated C & xe001;C bond cleavage: a direct approach to cyclic imides |
Authors | Li, Junhua Wei, Jialiang Zhu, Bencong Wang, Teng Jiao, Ning |
Affiliation | Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China Beihang Univ, Sch Chem, Xue Yuan Rd 38, Beijing 100191, Peoples R China Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China |
Issue Date | 2019 |
Publisher | CHEMICAL SCIENCE |
Abstract | The transformations of unactivated alkenes through C & xe001;C bond double cleavage are always attractive but very challenging. We report herein a chemoselective approach to valuable cyclic imides by a novel Cu-catalyzed geminal amino-oxygenation of unactivated C & xe001;C bonds. O-2 was successfully employed as the oxidant as well as the O-source and was incorporated into alkenyl amides via C & xe001;C bond cleavage for the efficient preparation of succinimide or glutarimide derivatives. Moreover, the present strategy under simple conditions can be used in the late-stage modification of biologically active compounds and the synthesis of pharmaceuticals, which demonstrated the potential application. |
URI | http://hdl.handle.net/20.500.11897/553332 |
ISSN | 2041-6520 |
DOI | 10.1039/c9sc03175h |
Indexed | SCI(E) EI |
Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |