Rh(III)-Catalyzed Redox-Neutral Unsymmetrical C-H Alkylation and Amidation Reactions of &ITN&IT-Phenoxyacetamides
文献类型：期刊论文
| 作者 | Wu, Yunxiang1,3; Chen, Zhaoqiang2; Yang, Yaxi1,3 ; Zhu, Weiliang2; Zhou, Bing1,3
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| 刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
 |
| 出版日期 | 2018-01-10 |
| 卷号 | 140期号:1页码:42-45 |
| ISSN号 | 0002-7863 |
| DOI | 10.1021/jacs.7b10349 |
| 文献子类 | Article |
| 英文摘要 | A Rh(III)-catalyzed unsymmetrical C-H alkylation and amidation of N-phenoxyacetamides with diazo compounds has been developed under mild and redox-neutral conditions, producing dinitrogen as the only byproduct. The reaction represents the first example of one-step, unsymmetrical difunctionalization of two ortho-C-H bonds. Experimental and computational studies support that N-phenoxyacetamides most likely undergo an initial ortho-C-H alkylation with diazo compounds via a Rh(III)-catalyzed C-H activation, and the resulting Rh(III) intermediate subsequently undergoes an intramolecular oxidative addition into the O-N bond to form a Rh(V) nitrenoid species that is protonated and further directed toward electrophilic addition to the second ortho position of the, phenyl ring. This work might provide a new direction for unsymmetrical C-H difunctionalization reactions in an efficient manner. |
| WOS关键词 | CARBON-HYDROGEN BONDS ; OXIDANT-FREE CONDITIONS ; OXYGEN-ATOM TRANSFER ; N-PHENOXYACETAMIDES ; DIRECTING GROUP ; AROMATIC FUNCTIONALIZATION ; CATALYZED HYDROARYLATION ; RHODIUM CATALYSIS ; ACTIVATION ; ARENES |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000422813300011 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/272287]  |
| 专题 | 药物发现与设计中心 药物化学研究室 |
| 通讯作者 | Zhu, Weiliang; Zhou, Bing |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, Shanghai 201203, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China; 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wu, Yunxiang,Chen, Zhaoqiang,Yang, Yaxi,et al. Rh(III)-Catalyzed Redox-Neutral Unsymmetrical C-H Alkylation and Amidation Reactions of &ITN&IT-Phenoxyacetamides[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2018,140(1):42-45. |
| APA | Wu, Yunxiang,Chen, Zhaoqiang,Yang, Yaxi,Zhu, Weiliang,&Zhou, Bing.(2018).Rh(III)-Catalyzed Redox-Neutral Unsymmetrical C-H Alkylation and Amidation Reactions of &ITN&IT-Phenoxyacetamides.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,140(1),42-45. |
| MLA | Wu, Yunxiang,et al."Rh(III)-Catalyzed Redox-Neutral Unsymmetrical C-H Alkylation and Amidation Reactions of &ITN&IT-Phenoxyacetamides".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 140.1(2018):42-45. |
入库方式： OAI收割
来源：上海药物研究所
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