Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application | |
Han B(韩波)2; Zhang J(张炯)2; Jiao HJ(焦海军)1; Wu LP(吴立朋)2 | |
刊名 | Chin. J. Catal., |
2021-08 | |
卷号 | 42期号:11页码:2059-2067 |
DOI | 10.1016/S1872-2067(21)63853-6 |
英文摘要 | 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. |
URL标识 | 查看原文 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.licp.cn/handle/362003/27543] |
专题 | 中国科学院兰州化学物理研究所 |
通讯作者 | Jiao HJ(焦海军); Wu LP(吴立朋) |
作者单位 | 1.德国莱布尼茨催化研究所 2.中国科学院兰州化学物理研究所 |
推荐引用方式 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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