Facile Synthesis of 3-Arylidene-3H-1,4-benzodiazepines by a Sequential Ugi/Staudinger/Aza-Wittig Reaction

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 - azides

• References

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