Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage
文献类型：期刊论文
| 作者 | Wang, Xing1; Li, Ling-Jun1; Wang, Zhen-Yu2; Xu, Hui1; Dai, Hui-Xiong1,2,3
|
| 刊名 | ISCIENCE
 |
| 出版日期 | 2022-07-15 |
| 卷号 | 25期号:7页码:104505 |
| DOI | 10.1016/j.isci.2022.104505 |
| 文献子类 | Article |
| 英文摘要 | Transition metal-catalyzed C-C bond cleavage is a powerful tool for the recon-struction of a molecular skeleton. We report herein the multi-carbon homologa-tion of aryl ketones to long-chain ketones and aldehydes via ligand-promoted Ar-C(O) bond cleavage and subsequent cross coupling with alkenols. Various (hetero)aryl ketones are compatible in the reaction, affording the corresponding products wtih good to excellent yields with high regioselectivity. Further applica-tions in the late-stage diversification of biologically important molecules demon-strate the synthetic utility of this protocol. Mechanistic studies indicate that the ligand plays an important role in both C-C bond cleavage and the asymmetric migration-insertion process. |
| WOS关键词 | ALLYLIC ALCOHOLS ; HECK REACTION ; CONJUGATE ADDITION ; ARYLBORONIC ACIDS ; BENZYL KETONES ; WEINREB AMIDES ; N-METHYLAMIDES ; OXIME ETHERS ; PALLADIUM ; ARYLATION |
| WOS研究方向 | Science & Technology - Other Topics |
| 语种 | 英语 |
| 出版者 | CELL PRESS |
| WOS记录号 | WOS:000824457000005 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/309338]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Xu, Hui; Dai, Hui-Xiong |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 2.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China; 3.Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Xing,Li, Ling-Jun,Wang, Zhen-Yu,et al. Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage[J]. ISCIENCE,2022,25(7):104505. |
| APA | Wang, Xing,Li, Ling-Jun,Wang, Zhen-Yu,Xu, Hui,&Dai, Hui-Xiong.(2022).Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.ISCIENCE,25(7),104505. |
| MLA | Wang, Xing,et al."Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage".ISCIENCE 25.7(2022):104505. |
入库方式： OAI收割
来源：上海药物研究所
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