Copper-Catalyzed, One-Pot, Three-Component Synthesis of Benzimidazoles by Condensation and C-N Bond Formation

被引：172

作者：

Kim, Yong ^{[1
]}

Kumar, Manian Rajesh ^{[1
]}

Park, Namjin ^{[1
]}

Heo, Yumi ^{[1
]}

Lee, Sunwoo ^{[1
]}

机构：

[1] Chonnam Natl Univ, Inst Basic Sci, Dept Chem, Kwangju 500757, South Korea

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 23期

基金：

新加坡国家研究基金会;

关键词：

SOLID-PHASE SYNTHESIS; REGIOSPECIFIC SYNTHESIS; 2-ARYLBENZIMIDAZOLES; AMINATION; AGENTS; MILD;

D O I：

10.1021/jo2019416

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzimiclazoles were synthesized by the copper-catalyzed, one-pot, three-component reaction of 2-haloanilines, aldehydes, and NaN3. The reaction was optimized when 2-iodo- or 2-bromoanilines (1.0 equiv), aldehydes (1.2 ecluiv), NaN3 (2.0 equiv), 5 mol% of CuCl, and 5 mol % of TMEDA were reacted in DMSO at 120 degrees C for 12 h. Good yields resulted, and the reaction showed tolerance toward functional groups such as ester, nitro, and chloro. Aliphatic and heteroaromatic aldehydes also afforded the desired products in moderate to good yields.

引用

页码：9577 / 9583

页数：7

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