Novel succinct routes to quinoxalines and 2-benzimidazolylquinoxalines via the Ugi reaction

被引：34
|
作者：
Ayaz, Muhammad
Xu, Zhigang
Hulme, Christopher [1 ]
机构：
[1] Univ Arizona, Oro Valley BIO5, Coll Pharm, Oro Valley, AZ 85737 USA
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 23期
关键词：
Ugi reaction; Post-condensation modifications; Quinoxaline; Benzimidazole; Acyl transfer; SOLUTION-PHASE PREPARATION; ONE-POT; DERIVATIVES; EFFICIENT; LIBRARIES; PROTOCOL; MILD;
D O I：
10.1016/j.tetlet.2014.04.013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This Letter reveals a unique, user-friendly, concise two-step, one-pot protocol for the synthesis of highly substituted quinoxalines. Conducting the Ugi reaction with appropriately functionalized classical Ugi reagents with subsequent acid treatment of the Ugi adduct affords collections of diversified quinoxalines in good to excellent yields. The methodology exploits what may be viewed as a 'convertible carboxylic acid', which in addition may be captured in an intramolecular sense to generate structurally complex 2-benzimidazolylquinoxalines in a mere two steps. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3406 / 3409
页数：4
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