Synthesis of 1,5-Benzodiazepine Derivatives Using p-Toluenesulfonic Acid as Catalyst

Shasha Wang, Lijuan Hu, Suyan Cheng and Lanzhi Wang*

College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang 050024, P.R. China

*Corresponding author: E-mail:


A series of substituted ethyl 4-oxo-4-phenylbut-2-enoates were prepared and reacted with substituted o-phenylenediamine, undergone Michael addition reactions and cyclodehydration to provide novel 4-phenyl-2,3-dihydro-1,5-benzodiazepine-2- carboxylate derivatives with excellent yields. The synthetic protocol fulfilled many green-chemical requirements by using simple catalyst p-toluenesulfonic acid as activator and ethanol as solvent at room temperature.


Michael addition, 1,5-Benzodiazepine derivatives, p-Toluenesulfonic acid.

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