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

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• 作者：Huy H. Nguyen ; Teresa A. Palazzo ; Mark J. Kurth
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：September 6, 2013
• 年：2013
• 卷：15
• 期：17
• 页码：4492-4495
• 全文大小：311K
• 年卷期：v.15,no.17(September 6, 2013)
• ISSN：1523-7052

文摘

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 伪-diketones, o-azidobenzaldehydes, propargylic amines, and ammonium acetate. This process involves tandem InCl₃-catalyzed cyclocondensation and intramolecular azide鈥揳lkyne 1,3-dipolar cycloaddition reactions; optimization data, substrate scope, and mechanistic insights are discussed.