Meta-Selective C-Ar-H Nitration of Arenes through a Ru-3(CO)(12)-Catalyzed Ortho-Metalation Strategy
文献类型：期刊论文
| 作者 | Fan, Zhoulong1,2,3; Ni, Jiabin1,2,3; Zhang, Ao1,2,3
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| 刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
 |
| 出版日期 | 2016-07-13 |
| 卷号 | 138期号:27页码:8470-8475 |
| ISSN号 | 0002-7863 |
| DOI | 10.1021/jacs.6b03402 |
| 文献子类 | Article |
| 英文摘要 | The first example of transition metal-catalyzed meta-selective C-Ar-H nitration of arenes is described. With the use of Ru-3(CO)(12) as the catalyst and Cu(NO3)(2)center dot 3H(2)O as the nitro source, a wide spectrum of arenes bearing diversified N-heterocycles or oximido as the directing groups were nitrated with meta selectivity exclusively. Mechanism studies have demonstrated the formation of a new 18e-octahedral ruthenium species as a key ortho-C-Ar-H metalated intermediate, which may be responsible for the subsequent meta-selective electrophilic aromatic substitution (SEAr). Moreover, this approach provides a fast-track strategy for atom/step economical synthesis of many useful pharmaceutical molecules. |
| WOS关键词 | U-SHAPED TEMPLATE ; TRACELESS DIRECTING GROUPS ; BOND FUNCTIONALIZATION ; CARBOXYLIC-ACIDS ; NATURAL-PRODUCTS ; DIRECT ARYLATION ; PD CATALYSTS ; ACTIVATION ; OLEFINATION ; NITROARENES |
| 资助项目 | Chinese NSF[81430080] ; Chinese NSF[81373277] ; Major State Basic Research Development Program[2015CB910603] ; Program of Shanghai Subject Chief Scientist[16XD1404600] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000379794400030 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/275962]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Zhang, Ao |
| 作者单位 | 1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 2.Chinese Acad Sci, CAS Key Lab Receptor Res, Shanghai Inst Mat Med SIMM, Shanghai 201203, Peoples R China; 3.Chinese Acad Sci, Synthet Organ & Med Chem Lab SOMCL, Shanghai Inst Mat Med SIMM, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Fan, Zhoulong,Ni, Jiabin,Zhang, Ao. Meta-Selective C-Ar-H Nitration of Arenes through a Ru-3(CO)(12)-Catalyzed Ortho-Metalation Strategy[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2016,138(27):8470-8475. |
| APA | Fan, Zhoulong,Ni, Jiabin,&Zhang, Ao.(2016).Meta-Selective C-Ar-H Nitration of Arenes through a Ru-3(CO)(12)-Catalyzed Ortho-Metalation Strategy.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,138(27),8470-8475. |
| MLA | Fan, Zhoulong,et al."Meta-Selective C-Ar-H Nitration of Arenes through a Ru-3(CO)(12)-Catalyzed Ortho-Metalation Strategy".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 138.27(2016):8470-8475. |
入库方式： OAI收割
来源：上海药物研究所
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