Synthesis of novel fused 4,5-dihydro-1,2,3-triazolo[1,5-a][1,4]benzodiazepine derivatives via four-component Ugi-Smiles-type reaction

Using 2-azidobenzaldehyde and propargylamine in a Ugi-Smiles coupling gave easy access to 4,5-dihydro-1,2,3-triazolo[1,5-a][1,4]benzodiazepine derivatives. This novel approach is based on the reaction between 2-azidobenzaldehyde, propargylamine, isocyanides, and nitrophenols in methanol under reflux conditions without using additional reagents or catalysts.