Rhodium(III)-Catalyzed Direct C-H Alkylation of 2-Aryl-1,2,3-triazole N-Oxides with Maleimides

被引：12
|
作者：
Zhao, Juanli [1 ]
Pi, Chao [1 ]
You, Chang [1 ]
Wang, Yong [1 ]
Cui, Xiuling [1 ]
Wu, Yangjie [1 ]
机构：
[1] Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, 75 Daxue St, Zhengzhou 450052, Henan, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 48期
关键词：
Alkylation; High atom efficiency; Regioselectivity; Rhodium catalysis; UNACTIVATED C(SP(3))-H BONDS; CATALYZED DIRECT ALKYLATION; DIAZO-COMPOUNDS; CLICK CHEMISTRY; FUNCTIONALIZATION; CYCLIZATION; ACTIVATION; ARENES; DERIVATIVES; BENZAMIDES;
D O I：
10.1002/ejoc.201801353
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient rhodium(III)-catalyzed direct C-H ortho-alkylation of 2-aryl-1,2,3-triazole N-oxides has been developed using maleimides as the alkylation reagent. This protocol displays good functional group tolerance, high atom efficiency and avoids the external oxidant. Only mono-substituted products were obtained. Based on the results of deuterium exchange experiments, the N-oxide group plays an important role to improve the regioselectivity by increasing the steric hindrance.
引用
收藏
页码：6919 / 6923
页数：5
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