Rhodium-Catalyzed Cyclocarbonylation of Ketimines via C-H Bond Activation | |
Department | OSSO国家重点实验室 |
Gao B(高宝)1,2; Liu, Song1,3; Lan, Yu3; Huang HM(黄汉民)1; Huang HM(黄汉民) | |
2016 | |
Source Publication | Organometallics |
ISSN | 0276-7333 |
Volume | 35Issue:10Pages:1480-1487 |
Abstract | A novel rhodium-catalyzed oxidative cyclocarbonylation of ketimines via cleavage of two C–H bonds was established, which provided a direct and reliable method for the synthesis of a wide range of 3-methyleneisoindolin-1-ones with mostly moderate yields. Preliminary experimental mechanistic studies and DFT calculations revealed that this reaction proceeds via imine–enamine tautomerization, N–H cleavage, C–H bond activation, CO insertion, and reductive elimination. The mechanism studies further ruled out an isolated cyclometalated rhodium complex being involved in the present reaction, which was different from many other documented rhodium-catalyzed C–H cyclization reactions. |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1021/acs.organomet.6b00072 |
Funding Organization | the Chinese Academy of Sciences;the National Natural Science Foundation of China (21222203;21133011) |
Indexed By | SCI |
If | 4.186 |
Language | 英语 |
Funding Project | 有机功能材料研究组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/20112 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Lan, Yu; Huang HM(黄汉民) |
Affiliation | 1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China |
Recommended Citation GB/T 7714 | Gao B,Liu, Song,Lan, Yu,et al. Rhodium-Catalyzed Cyclocarbonylation of Ketimines via C-H Bond Activation[J]. Organometallics,2016,35(10):1480-1487. |
APA | Gao B,Liu, Song,Lan, Yu,Huang HM,&黄汉民.(2016).Rhodium-Catalyzed Cyclocarbonylation of Ketimines via C-H Bond Activation.Organometallics,35(10),1480-1487. |
MLA | Gao B,et al."Rhodium-Catalyzed Cyclocarbonylation of Ketimines via C-H Bond Activation".Organometallics 35.10(2016):1480-1487. |
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acs.organomet.6b0007(1521KB) | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text |
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