Transition-Metal-Promoted Direct C-H Cyanoalkylation and Cyanoalkoxylation of Internal Alkenes via Radical C-C Bond Cleavage of Cycloketone Oxime Esters
文献类型：期刊论文
| 作者 | Lou, Jiang1,2; He, Yuan1,2; Li, Yunlong1,2; Yu, Zhengkun1,3 |
| 刊名 | ADVANCED SYNTHESIS & CATALYSIS
 |
| 出版日期 | 2019-07-02 |
| 页码 | 14 |
| 关键词 | cycloketone oxime esters cyanoalkylation cyanoalkoxylation C-H functionalization internal alkenes |
| ISSN号 | 1615-4150 |
| DOI | 10.1002/adsc.201900402 |
| 通讯作者 | Yu, Zhengkun(zkyu@dicp.ac.cn) |
| 英文摘要 | Transition-metal-catalyzed alkyl-Heck-type cross-coupling of olefinic C-H bonds has been a challenge in the C-H activation area. Herein, we report FeCl3-promoted efficient direct C-H cyanoalkylation of internal alkenes, that is, ketene dithioacetals, with cycloketone oxime esters via radical C-C bond cleavage under the redox-neutral conditions. With CuCl2 as the catalyst under a dioxygen atmosphere direct C-H cyanoalkoxylation of the same internal alkenes was achieved. The cyanoalkylated tetrasubstituted alkene products could be diversely transformed to cyanoalkyl-funtionalized N- and S-heterocyclic compounds. The mechanistic studies have revealed that these C-H cyanoalkylation and cyanoalkoxylation reactions proceed through a radical pathway. |
| WOS关键词 | CYCLOBUTANONE O-BENZOYLOXIMES ; CROSS-COUPLING REACTION ; STEREOSELECTIVE-SYNTHESIS ; IMINYL RADICALS ; TETRASUBSTITUTED OLEFINS ; ACTIVATION ; OXYGENATION ; ARYLATION ; NITRILES ; ACIDS |
| 资助项目 | National Natural Science Foundation of China[21871253] ; National Natural Science Foundation of China[21472185] ; National Basic Research Program of China[2015CB856600] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000474136800001 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 资助机构 | National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/175322]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 通讯作者 | Yu, Zhengkun |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Liaoning, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lou, Jiang,He, Yuan,Li, Yunlong,et al. Transition-Metal-Promoted Direct C-H Cyanoalkylation and Cyanoalkoxylation of Internal Alkenes via Radical C-C Bond Cleavage of Cycloketone Oxime Esters[J]. ADVANCED SYNTHESIS & CATALYSIS,2019:14. |
| APA | Lou, Jiang,He, Yuan,Li, Yunlong,&Yu, Zhengkun.(2019).Transition-Metal-Promoted Direct C-H Cyanoalkylation and Cyanoalkoxylation of Internal Alkenes via Radical C-C Bond Cleavage of Cycloketone Oxime Esters.ADVANCED SYNTHESIS & CATALYSIS,14. |
| MLA | Lou, Jiang,et al."Transition-Metal-Promoted Direct C-H Cyanoalkylation and Cyanoalkoxylation of Internal Alkenes via Radical C-C Bond Cleavage of Cycloketone Oxime Esters".ADVANCED SYNTHESIS & CATALYSIS (2019):14. |
入库方式： OAI收割
来源：大连化学物理研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。