KMS Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences
Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application | |
Department | 羰基合成与选择氧化国家重点实验室(OSSO) |
Han B(韩波)1; Zhang J(张炯)1; Jiao HJ(焦海军)2; Wu LP(吴立朋)1 | |
The second department | 吴立朋人才团队 |
2021-08 | |
Source Publication | Chin. J. Catal., |
Volume | 42Issue:11Pages:2059-2067 |
Abstract | Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage. |
MOST Discipline Catalogue | 理学::化学 |
DOI | 10.1016/S1872-2067(21)63853-6 |
URL | 查看原文 |
Indexed By | SCI |
If | 8.271 |
Language | 英语 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/27543 |
Collection | 中国科学院兰州化学物理研究所 |
Corresponding Author | Jiao HJ(焦海军); Wu LP(吴立朋) |
Affiliation | 1.中国科学院兰州化学物理研究所 2.德国莱布尼茨催化研究所 |
Corresponding Author Affilication | Lanzhou Institute of Chemical Physics,Chinese Academy of Sciences |
Recommended Citation GB/T 7714 | Han B,Zhang J,Jiao HJ,et al. Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application[J]. Chin. J. Catal.,,2021,42(11):2059-2067. |
APA | Han B,Zhang J,Jiao HJ,&Wu LP.(2021).Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application.Chin. J. Catal.,,42(11),2059-2067. |
MLA | Han B,et al."Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application".Chin. J. Catal., 42.11(2021):2059-2067. |
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1-s2.0-S187220672163(2259KB) | 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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