Chemoselective chlorination of 1,5-benzodiazepin-2-one derivatives by activated DMSO

Abstract

The chlorination of bioactive molecules involves the change of their physiological properties, which leads to an improvement in their pharmacokinetic and pharmacological properties. Therefore, it has been a privileged strategy for drugs design and development. Here, we report an efficient chlorination of 1,5-benzodiazepin-2-one with dimethyl sulfoxide activated by methane sulfonyl chloride. The structures of the target compounds were established based on extensive spectroscopic techniques, including 1H NMR, 13C NMR and confirmed by single crystal X-ray diffraction. Furthermore, the binding interactions of these active structures as potential anxiolytic agents were studied through molecular docking.