Copper-Catalyzed Double C-N Bond Formation for the Synthesis of Diverse Benzimidazoles from N-Alkyl-2-iodoaniline and Sodium Azide

被引：18

作者：

Chen, Zhengkai ^{[1
]}

Li, Hongli ^{[1
]}

Cao, Gangjian ^{[1
]}

Xu, Jianfeng ^{[1
]}

Miao, Maozhong ^{[1
]}

Ren, Hongjun ^{[1
]}

机构：

[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China

来源：

SYNLETT | 2017年 / 28卷 / 04期

关键词：

copper catalyst; C-N bond formation; benzimidazoles; tandem reaction; N-heterocyclic compounds; COUPLING REACTIONS; 1,2-DISUBSTITUTED BENZIMIDAZOLES; 3-COMPONENT SYNTHESIS; C(SP(3))-H AMINATION; ARYL AZIDES; ONE-POT; MILD; ACID; BENZYLAMINES; CONDENSATION;

D O I：

10.1055/s-0036-1588086

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient approach to the synthesis of benzimidazole derivatives has been achieved by copper-catalyzed double C-N bonds formation of N-alkyl-2-iodoaniline and sodium azide. The reaction was supposed to proceed through copper-catalyzed tandem reaction of SNAr reaction, aerobic oxidation of C(sp(3))-H bond and intramolecular C-N bond formation sequence. Structurally diverse 2-aryl, alkenyl and alkyl benzoimidazole derivatives were assembled by this methodology.

引用

页码：504 / 508

页数：5

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