Ligand-enabled ortho-C-H olefination of phenylacetic amides with unactivated alkenes
文献类型：期刊论文
| 作者 | Lu, Ming-Zhu3; Chen, Xing-Rong3; Xu, Hui3; Dai, Hui-Xiong1,3 ; Yu, Jin-Quan2,3
|
| 刊名 | CHEMICAL SCIENCE
 |
| 出版日期 | 2018-02-07 |
| 卷号 | 9期号:5页码:1311-1316 |
| ISSN号 | 2041-6520 |
| DOI | 10.1039/c7sc04827k |
| 文献子类 | Article |
| 英文摘要 | Although chelation-assisted C-H olefination has been intensely investigated, Pd(II)-catalyzed C-H olefination reactions are largely restricted to acrylates and styrenes. Here we report a quinoline-derived ligand that enables the Pd(II)-catalyzed olefination of the C(sp(2))-H bond with simple aliphatic alkenes using a weakly coordinating monodentate amide auxiliary. Oxygen is used as the terminal oxidant with catalytic copper as the co-oxidant. A variety of functional groups in the aliphatic alkenes are tolerated. Upon hydrogenation, the ortho-alkylated product can be accessed. The utility of this reaction is also demonstrated by the late-stage diversification of drug molecules. |
| WOS关键词 | ALPHA-AMINO-ACIDS ; ALIPHATIC ALKENES ; OXIDATIVE OLEFINATION ; SUBSTITUTED ARENES ; DIRECTING GROUPS ; FUNCTIONALIZATION ; ACTIVATION ; SELECTIVITY ; MECHANISM ; TEMPLATE |
| 资助项目 | Shanghai Institute of Organic Chemistry, the Chinese Academy of Sciences[00000000] ; CAS/SAFEA International Partnership Program for Creative Research Teams[00000000] ; Youth Innovation Promotion Association CAS[2014229] ; Recruitment Program of Global Experts[00000000] ; The Scripps Research Institute[00000000] ; NSF under the CCI Center for Selective C-H Functionalization[CHE-1205646] ; [NSFC-21121062] ; [NSFC-21472211] ; [NSFC-21421091] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | ROYAL SOC CHEMISTRY |
| WOS记录号 | WOS:000424010600025 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/279910]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Dai, Hui-Xiong; Yu, Jin-Quan |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, 555 Rd Zu Chong Zhi,Zhangjiang Hi Tech Pk, Shanghai 201203, Peoples R China; 2.Scripps Res Inst, Dept Chem, 10550N Torrey Pines Rd, La Jolla, CA 92037 USA 3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 LingLing Rd, Shanghai 20032, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Lu, Ming-Zhu,Chen, Xing-Rong,Xu, Hui,et al. Ligand-enabled ortho-C-H olefination of phenylacetic amides with unactivated alkenes[J]. CHEMICAL SCIENCE,2018,9(5):1311-1316. |
| APA | Lu, Ming-Zhu,Chen, Xing-Rong,Xu, Hui,Dai, Hui-Xiong,&Yu, Jin-Quan.(2018).Ligand-enabled ortho-C-H olefination of phenylacetic amides with unactivated alkenes.CHEMICAL SCIENCE,9(5),1311-1316. |
| MLA | Lu, Ming-Zhu,et al."Ligand-enabled ortho-C-H olefination of phenylacetic amides with unactivated alkenes".CHEMICAL SCIENCE 9.5(2018):1311-1316. |
入库方式： OAI收割
来源：上海药物研究所
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