KMS Qingdao Institute of Biomass Energy and Bioprocess Technology ,CAS
Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives | |
Yuan, Chunchen1; Zhu, Lei2; Chen, Changpeng1; Chen, Xiaolan1; Yang, Yong3; Lan, Yu2; Zhao, Yingsheng1 | |
2018-03-22 | |
发表期刊 | NATURE COMMUNICATIONS |
ISSN | 2041-1723 |
卷号 | 9 |
摘要 | Transition-metal-catalyzed direct site-selective functionalization of arene C-H bonds has emerged as an innovative approach for building the core structure of pharmaceutical agents and other versatile complex compounds. However, para-selective C-H functionalization has seldom been explored, only a few examples, such as steric-hindered arenes, electron-rich arenes, and substrates with a directing group, have been reported to date. Here we describe the development of a ruthenium-enabled para-selective C-H difluoromethylation of anilides, indolines, and tetrahydroquinolines. This reaction tolerates various substituted arenes, affording para-difluoromethylation products in moderate to good yields. Results of a preliminary study of the mechanism indicate that chelation-assisted cycloruthenation might play a role in the selective activation of para-CAr-H bonds. Furthermore, this method provides a direct approach for the synthesis of fluorinated drug derivatives, which has important application for drug discovery and development. |
文章类型 | Article |
WOS标题词 | Science & Technology |
DOI | 10.1038/s41467-018-03341-6 |
关键词[WOS] | ORTHO-METALATION STRATEGY ; CARBON-HYDROGEN BONDS ; DIRECT ARYLATION ; BENZENE-DERIVATIVES ; FUNCTIONALIZATION ; ARENES ; ACTIVATION ; ALKYLATION ; FLUORINE ; BROMINATION |
收录类别 | SCI |
语种 | 英语 |
WOS研究方向 | Science & Technology - Other Topics |
项目资助者 | Natural Science Foundation of China(21772139 ; project of scientific and technologic infrastructure of Suzhou(SZS201708) ; PAPD Project ; 21572149 ; 21772020 ; 21372266) |
WOS类目 | Multidisciplinary Sciences |
WOS记录号 | WOS:000428039500007 |
出版者 | NATURE PUBLISHING GROUP |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://ir.qibebt.ac.cn/handle/337004/10692 |
专题 | 中国科学院青岛生物能源与过程研究所 |
通讯作者 | Lan, Yu; Zhao, Yingsheng |
作者单位 | 1.Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China 2.Chongqing Univ, Sch Chem & Chem Engn, Chongqing 40030, Peoples R China 3.Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Qingdao 266000, Peoples R China |
推荐引用方式 GB/T 7714 | Yuan, Chunchen,Zhu, Lei,Chen, Changpeng,et al. Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives[J]. NATURE COMMUNICATIONS,2018,9. |
APA | Yuan, Chunchen.,Zhu, Lei.,Chen, Changpeng.,Chen, Xiaolan.,Yang, Yong.,...&Zhao, Yingsheng.(2018).Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives.NATURE COMMUNICATIONS,9. |
MLA | Yuan, Chunchen,et al."Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives".NATURE COMMUNICATIONS 9(2018). |
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