Title | Photoinduced CC Bond Cleavage and Oxidation of Cycloketoxime Esters |
Authors | Zhao, Binlin Tan, Hui Chen, Cheng Jiao, Ning Shi, Zhuangzhi |
Affiliation | Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China. Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China. Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China. Jiao, N (reprint author), Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China. |
Keywords | C-C activation radical cycloketoxime oxygenation photocatalysis DMSO CARBON-CARBON BONDS IMINYL RADICALS MOLECULAR-OXYGEN OXIME ESTERS BECKMANN REARRANGEMENT ALKOXYSULFONIUM IONS UNACTIVATED ALKENES AEROBIC OXYGENATION DIMETHYL-SULFOXIDE FACILE SYNTHESIS |
Issue Date | 2018 |
Publisher | CHINESE JOURNAL OF CHEMISTRY |
Citation | CHINESE JOURNAL OF CHEMISTRY. 2018, 36(11), 995-999. |
Abstract | A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano-containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective CC bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late-stage modification of complex and chiral molecules have also been reported. |
URI | http://hdl.handle.net/20.500.11897/568191 |
ISSN | 1001-604X |
DOI | 10.1002/cjoc.201800206 |
Indexed | SCI(E) 中国科技核心期刊(ISTIC) |
Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |