Facile One-Pot Assembly of Imidazotriazolobenzodiazepines via Indium(III)-Catalyzed Multicomponent Reactions

被引：64
|
作者：
Nguyen, Huy H. [1 ]
Palazzo, Teresa A. [1 ]
Kurth, Mark J. [1 ]
机构：
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 17期
基金：
美国国家卫生研究院;
关键词：
SUBSTITUTED IMIDAZOLES; BIOLOGICAL EVALUATION; CYCLOADDITION; DERIVATIVES; EFFICIENT; INHIBITORS; AGENTS; ROUTE;
D O I：
10.1021/ol402045h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An operationally simple, one-pot multicomponent reaction has been developed for the assembly of 9H-benzo[f]imidazo[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepines adorned with three diversification points via an atom-economical transformation incorporating alpha-diketones, o-azidobenzaldehydes, propargylic amines, and ammonium acetate. This process involves tandem InCI3-catalyzed cyclocondensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions; optimization data, substrate scope, and mechanistic insights are discussed.
引用
收藏
页码：4492 / 4495
页数：4
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