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DOI | 10.1038/s41467-018-07897-1 |
Defluorosilylation of fluoroarenes and fluoroalkanes | |
Cui, Benqiang1,2; Jia, Shichong1,2; Tokunaga, Etsuko1,2; Shibata, Norio1,2,3 | |
2018-10-22 | |
发表期刊 | NATURE COMMUNICATIONS
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ISSN | 2041-1723 |
出版年 | 2018 |
卷号 | 9 |
文章类型 | Article |
语种 | 英语 |
国家 | Japan; Peoples R China |
英文摘要 | Direct activation of carbon-fluorine bonds (C-F) to introduce the silyl or boryl groups and generate valuable carbon-silicon (C-Si) or carbon-boron (C-B) bonds is important in the development of synthetically useful reactions, owing to the unique opportunities for further derivatization to achieve more complex molecules. Despite considerable progress of C-F bond activation to construct carbon-carbon (C-C) and carbon-heteroatom (C-X) bond formation, the defluorosilylation via C-F cleavage has been rarely demonstrated. Here, we report an ipso-silylation of aryl fluorides via cleavage of unactivated C-F bonds by a Ni catalyst under mild conditions and without the addition of any external ligand. Alkyl fluorides are also directly converted into the corresponding alkyl silanes under similar conditions, even in the absence of the Ni catalyst. Applications of this protocol in late-stage defluorosilylation of potentially bioactive pharmaceuticals and in further derivatizations are also carried out. |
领域 | 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000447841800006 |
WOS关键词 | F BOND ACTIVATION ; CROSS-COUPLING REACTION ; ARYL FLUORIDES ; CATALYZED ACTIVATION ; GRIGNARD-REAGENTS ; BUILDING-BLOCKS ; CLEAVAGE ; SILYLATION ; BORYLATION ; LIGAND |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/204137 |
专题 | 资源环境科学 |
作者单位 | 1.Nagoya Inst Technol, Dept Nanopharmaceut Sci, Showa Ku, Nagoya, Aichi 4668555, Japan; 2.Nagoya Inst Technol, Dept Life Sci & Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan; 3.Zhejiang Normal Univ, Inst Adv Fluorine Containing Mat, 688 Yingbin Ave, Jinhua 321004, Peoples R China |
推荐引用方式 GB/T 7714 | Cui, Benqiang,Jia, Shichong,Tokunaga, Etsuko,et al. Defluorosilylation of fluoroarenes and fluoroalkanes[J]. NATURE COMMUNICATIONS,2018,9. |
APA | Cui, Benqiang,Jia, Shichong,Tokunaga, Etsuko,&Shibata, Norio.(2018).Defluorosilylation of fluoroarenes and fluoroalkanes.NATURE COMMUNICATIONS,9. |
MLA | Cui, Benqiang,et al."Defluorosilylation of fluoroarenes and fluoroalkanes".NATURE COMMUNICATIONS 9(2018). |
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