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Synthesis 2013; 45(18): 2619-2625
DOI: 10.1055/s-0033-1339346
DOI: 10.1055/s-0033-1339346
paper
An Efficient One-Pot Strategy for the Synthesis of Triazole-Fused 1,4-Benzodiazepinones from N-Substituted 2-Azidobenzamides
Further Information
Publication History
Received: 18 April 2013
Accepted after revision: 10 June 2013
Publication Date:
31 July 2013 (online)
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Abstract
A catalyst-free, one-pot strategy for the synthesis of 1,2,3-triazole-fused 1,4-benzodiazepinone derivatives from N-substituted 2-azidobenzamides and propargyl bromide, in the presence of a base, is reported. The products are formed in good to excellent yields via N-alkylation followed by a 1,3-dipolar cycloaddition.
Key words
fused triazole - azide–alkyne cycloaddition - 1,4-benzodiazepinones - N-substituted 2-azidobenzamides - catalyst-freeSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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For earlier examples of the syntheses of heterocycles from our group, see: