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

2016/09/14 by Ming-Wu Ding, Ming‐Wu Ding, Hai Xie +2 · 1 citation
Chemistry · #Synthesis of β-Lactam Compounds #Multicomponent Synthesis of Heterocycles #Click Chemistry and Applications

paper · doi:10.1055/s-0036-1588308

Abstract

<i>N</i>-[2-(Alkylamino)-1-(2-azidophenyl)-2-oxoethyl]-<i>N</i>-(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-3<i>H</i>-1,4-benzodiazepine in good yields via sequential Staudinger and intramolecular aza-Wittig reaction.

Cited by

• One-pot and regioselective synthesis of polysubstituted 3,4-dihydroquinazolines and 4,5-dihydro-3H-1,4-benzodiazepin-3-ones by sequential Ugi/Staudinger/aza-Wittig reaction

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