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DOI | 10.1038/s41467-018-03804-w |
Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines | |
Senthamarai, Thirusangumurugan; Murugesan, Kathiravan; Schneidewind, Jacob; Kalevaru, Narayana V.; Baumann, Wolfgang; Neumann, Helfried; Kamer, Paul C. J.; Beller, Matthias; Jagadeesh, Rajenahally V. | |
2018-10-08 | |
发表期刊 | NATURE COMMUNICATIONS |
ISSN | 2041-1723 |
出版年 | 2018 |
卷号 | 9 |
文章类型 | Article |
语种 | 英语 |
国家 | Germany |
英文摘要 | The production of primary benzylic and aliphatic amines, which represent essential feedstocks and key intermediates for valuable chemicals, life science molecules and materials, is of central importance. Here, we report the synthesis of this class of amines starting from carbonyl compounds and ammonia by Ru-catalyzed reductive amination using H-2. Key to success for this synthesis is the use of a simple RuCl2 (PPh3)(3) catalyst that empowers the synthesis of >90 various linear and branched benzylic, heterocyclic, and aliphatic amines under industrially viable and scalable conditions. Applying this catalyst, -NH2 moiety has been introduced in functionalized and structurally diverse compounds, steroid derivatives and pharmaceuticals. Noteworthy, the synthetic utility of this Ru-catalyzed amination protocol has been demonstrated by upscaling the reactions up to 10 gram-scale syntheses. Furthermore, in situ NMR studies were performed for the identification of active catalytic species. Based on these studies a mechanism for Ru-catalyzed reductive amination is proposed. |
领域 | 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000446566000009 |
WOS关键词 | ALKYL-ARYL KETONES ; ASYMMETRIC-SYNTHESIS ; OXIME ETHERS ; MECHANISTIC ASPECTS ; SECONDARY ALCOHOLS ; GENERAL-SYNTHESIS ; AMMONIA ; HYDROGEN ; COMPLEXES ; NANOPARTICLES |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/203756 |
专题 | 资源环境科学 |
作者单位 | Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany |
推荐引用方式 GB/T 7714 | Senthamarai, Thirusangumurugan,Murugesan, Kathiravan,Schneidewind, Jacob,et al. Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines[J]. NATURE COMMUNICATIONS,2018,9. |
APA | Senthamarai, Thirusangumurugan.,Murugesan, Kathiravan.,Schneidewind, Jacob.,Kalevaru, Narayana V..,Baumann, Wolfgang.,...&Jagadeesh, Rajenahally V..(2018).Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines.NATURE COMMUNICATIONS,9. |
MLA | Senthamarai, Thirusangumurugan,et al."Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines".NATURE COMMUNICATIONS 9(2018). |
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