Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources | |
Department | OSSO国家重点实验室 |
Pang SF(庞少峰); Shi F(石峰); Shi F(石峰) | |
2016 | |
Source Publication | Tetrahedron Letters |
ISSN | 0040-4039 |
Volume | 57Issue:52Pages:5872-5876 |
Abstract | The oxidative amination of inert C—H bonds has the potential to fundamentally change chemistry but is severely limited by the low chemo- and regio-selectivity under oxidation conditions. Until now, no efficient methodology for the direct intermolecular amination of terminal sp3-C—H bonds to N-alkyl amines has existed. Here, a new concept is proposed for the oxidative amination of the terminal sp3-C—H bond in alkanes via the construction of a complex reaction system composed of a carbon-supported Co-Ni bimetallic catalyst, an alkane, nitrobenzene, tert-butyl hydroperoxide and hydrogen. This system allows the reduction of nitrobenzene to aniline and the further oxidative amination of the alkane. Nitrobenzene and toluene derivatives can be successfully transformed into the corresponding N-benzyl aniline derivatives with up to 95% isolated yields, and the reaction shows excellent functional group tolerance. This approach offers a new concept for catalyst design and may strongly promote the study of inert CH bond activation and the synthesis of functional N-containing compounds. |
Keyword | Oxidative Amination C—h Bond Sp3-c—h N-alkyl Amine |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1016/j.tetlet.2016.11.057 |
Funding Organization | the National Natural Science Foundation of China (21633013;21303228);the Youth Innovation Promotion Association CAS |
Indexed By | SCI |
If | 2.193 |
Language | 英语 |
Funding Project | 纳米催化课题组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/20903 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) 绿色化学研究发展中心 |
Corresponding Author | Shi F(石峰) |
Affiliation | 1.State Key Laboratory for Oxo Synthesis and Selective Oxidation, Center for Green Chemistry and Catalysis, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, No. 18, Tianshui Middle Road, Lanzhou, China 2.University of Chinese Academy of Sciences, Beijing 100049, China |
Recommended Citation GB/T 7714 | Pang SF,Shi F,Shi F. Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources[J]. Tetrahedron Letters,2016,57(52):5872-5876. |
APA | Pang SF,Shi F,&石峰.(2016).Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources.Tetrahedron Letters,57(52),5872-5876. |
MLA | Pang SF,et al."Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources".Tetrahedron Letters 57.52(2016):5872-5876. |
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