RhIII-Catalysed Hydrazine-Directed C(sp2)-H Amination of Phenidones with N-Alkyl-O-benzoyl-hydroxylamines

被引：18
作者：
Xue, Yu [1 ]
Fan, Zhoulong [2 ,3 ]
Jiang, Xiaolong [1 ]
Wu, Kui [1 ]
Wang, Meining [2 ,3 ]
Ding, Chunyong [2 ,3 ]
Yao, Qizheng [1 ]
Zhang, Ao [2 ,3 ]
机构：
[1] China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China
[2] Chinese Acad Sci, SIMM, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
[3] Chinese Acad Sci, SIMM, SOMCL, Shanghai 201203, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 33期
关键词：
C-H activation; Amination; Hydrazines; Hydroxylamines; Amines; Nitrogen heterocycles; C-H AMIDATION; CONVENIENT SYNTHESIS; BOND FORMATION; ARENES; AZIDES; CHLOROAMINES; ACTIVATION; NUCLEOPHILES; AZOLES; SERIES;
D O I：
10.1002/ejoc.201402999
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Rh-III-catalysed ortho C-H amination of phenidones under mild conditions was developed using N-alkyl-O-benzoyl-hydroxylamines as aminating agents, and with a cyclic hydrazine moiety as a directing group, yields of up to 97% and a high functional group tolerance were observed. This strategy offers an alternative route for the synthesis of amino analogues of the 5-lipoxygenase inhibitor phenidone, and the products are valuable for further functional group transformations.
引用
收藏
页码：7481 / 7488
页数：8
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