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Synthesis 2016; 48(24): 4541-4547
DOI: 10.1055/s-0036-1588308
DOI: 10.1055/s-0036-1588308
paper
Facile Synthesis of 3-Arylidene-3H-1,4-benzodiazepines by a Sequential Ugi/Staudinger/Aza-Wittig Reaction
Further Information
Publication History
Received: 10 August 2016
Accepted after revision: 12 August 2016
Publication Date:
14 September 2016 (online)
Abstract
N-[2-(Alkylamino)-1-(2-azidophenyl)-2-oxoethyl]-N-(3-oxoprop-1-en-2-yl)amides, obtained from the Ugi reaction of a vinyliminophosphorane, 2-azidobenzaldehyde, a carboxylic acid, and an alkyl isocyanide, reacted with triphenylphosphine to give various 3-arylidene-3H-1,4-benzodiazepine in good yields via sequential Staudinger and intramolecular aza-Wittig reaction.
Key words
3H-1,4-benzodiazepine - Ugi reaction - Staudinger reaction - aza-Wittig reaction - vinyliminophosphorane - azidesSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588308.
- Supporting Information