A Protocol to 2-Aminobenzimidazoles via Copper-Catalyzed Cascade Addition and Cyclization of o-Haloanilines and Carbodiimides

被引：77

作者：

Wang, Fei ^{[1
]}

Cai, Shangjun ^{[1
]}

Liao, Qian ^{[1
]}

Xi, Chanjuan ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 09期

基金：

中国国家自然科学基金;

关键词：

PHASE COMBINATORIAL SYNTHESIS; NITROGEN BOND FORMATION; ONE-POT SYNTHESIS; NF-KAPPA-B; BENZIMIDAZOLE DERIVATIVES; EFFICIENT SYNTHESIS; AMINATION PROCESS; SNAR REACTION; INDOLES; INHIBITORS;

D O I：

10.1021/jo200014v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy for the synthesis of a variety of 2-animobenzimidazole derivatives has been developed. The reaction proceeded from o-haloanilines and carbodiimides via copper(I)-catalyzed domino reaction in the presence of tert-butoxide to afford the corresponding 2-animobenzimidazole derivatives in good to excellent yields. o-Haloanilines could be o-iodoaniline, o-bromoaniline, and o-chloroaniline derivatives. Carbodiimides could be symmetrical and unsymmetrical substrates with aryl or alkyl substituents. The reaction exhibited a good regioselectivity when unsymmetrical carbodiimides were employed.

引用

页码：3174 / 3180

页数：7

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