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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