LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources
DepartmentOSSO国家重点实验室
Pang SF(庞少峰); Shi F(石峰); Shi F(石峰)
2016
Source PublicationTetrahedron Letters
ISSN0040-4039
Volume57Issue: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 Csingle bondH bond activation and the synthesis of functional N-containing compounds.

KeywordOxidative Amination C—h Bond Sp3-c—h N-alkyl Amine
Subject Area物理化学与绿色催化
DOI10.1016/j.tetlet.2016.11.057
Funding Organizationthe National Natural Science Foundation of China (21633013;21303228);the Youth Innovation Promotion Association CAS
Indexed BySCI
If2.193
Language英语
Funding Project纳米催化课题组
compositor第一作者单位
Citation statistics
Cited Times:6[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://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 AuthorShi F(石峰)
Affiliation1.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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