Phosphinothio(seleno)ation of alkynes/olefins and application on the late-stage functionalization of natural products
文献类型：期刊论文
| 作者 | Shao, Chang-Wei1,2,3; Wan, Pei-Feng1; Xu, Quan1,2; Yang, Ze-Nan1,2; Geng, Mei-Yu1,2 ; Zhang, Yu1,2; Zhang, Xing-Hua3; Li, Xu-Wen1,2
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| 刊名 | COMMUNICATIONS CHEMISTRY
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| 出版日期 | 2024-12-05 |
| 卷号 | 7期号:1页码:290 |
| DOI | 10.1038/s42004-024-01326-9 |
| 文献子类 | Article |
| 英文摘要 | Non-metallic catalysis has been known as a remarkable development strategy for hydrofunctionalization of unsaturated hydrocarbons. Herein, we report a unique chemically active method of BF3OEt2 promoted multi-component, highly regioselective, and chemoselective hydrothio(seleo)phosphonylation of unsaturated hydrocarbons, which exhibits high yield and good substrate universality. The reaction mechanism was further elucidated to be Markovnikov addition by controlling experiments, 31P and 19F NMR spectra tracking experiments, X-ray diffraction analysis, and DFT calculations. Furthermore, the gram-scale attempt and the application of the reaction on the derivatization of natural products have been successfully conducted, leading to the discovery of 3as with potential anti-Parkinson's disease (PD) activities at 1 mu M. This streamlined and efficient methodology has established a new platform for non-metallic Lewis acids-promoted hydrofunctionalization of unsaturated hydrocarbons and its application on new drug research. |
| WOS关键词 | CATALYZED INTERMOLECULAR HYDROFUNCTIONALIZATION ; OLEFINS ; ALKYNES ; IRON ; HYDROTHIOLATION ; COMPLEXES ; ALKENES ; SI |
| WOS研究方向 | Chemistry, Multidisciplinary |
| 语种 | 英语 |
| WOS记录号 | WOS:001370669600001 |
| 出版者 | NATURE PORTFOLIO |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/317000]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Zhang, Yu; Zhang, Xing-Hua; Li, Xu-Wen |
| 作者单位 | 1.Bohai Rim Adv Res Inst Drug Discovery, Shandong Lab Yantai Drug Discovery, Yantai, Shandong, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, State Key Lab Drug Res, Zhangjiang Hitech Pk, Shanghai, Peoples R China; 3.Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Shao, Chang-Wei,Wan, Pei-Feng,Xu, Quan,et al. Phosphinothio(seleno)ation of alkynes/olefins and application on the late-stage functionalization of natural products[J]. COMMUNICATIONS CHEMISTRY,2024,7(1):290. |
| APA | Shao, Chang-Wei.,Wan, Pei-Feng.,Xu, Quan.,Yang, Ze-Nan.,Geng, Mei-Yu.,...&Li, Xu-Wen.(2024).Phosphinothio(seleno)ation of alkynes/olefins and application on the late-stage functionalization of natural products.COMMUNICATIONS CHEMISTRY,7(1),290. |
| MLA | Shao, Chang-Wei,et al."Phosphinothio(seleno)ation of alkynes/olefins and application on the late-stage functionalization of natural products".COMMUNICATIONS CHEMISTRY 7.1(2024):290. |
入库方式： OAI收割
来源：上海药物研究所
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