One pot synthesis of dibenzodiazepinones via CuI catalysis in ethylene glycol

A one pot protocol for the synthesis of dibenzodiazepinones was developed. The substituted ethyl 2-halobenzoates are cross-coupled with o-phenylenediamine utilizing a ligand-free, CuI catalyzed system, which spontaneously undergo an intramolecular N-acylation in ethylene glycol to give the corresponding products in high yields. This synthetic protocol provides a concise and efficient access to a wide variety of dibenzodiazepinone, including biologically active molecules.

Graphical abstractA one pot protocol for the synthesis of dibenzodiazepinones was developed. The substituted ethyl 2-halobenzoates are cross-coupled with o-phenylenediamine utilizing a ligand-free, CuI catalyzed system, which spontaneously undergo an intramolecular N-acylation in ethylene glycol to give the corresponding products in high yields.Figure optionsDownload full-size imageDownload as PowerPoint slide