Selenium-assisted copper-catalyzed synthesis of phosphoramide from secondary phosphine oxide involving the construction of N–P bonds

Abstract

In this study, phosphoramide compounds were successfully synthesized via a series of reaction transformations from P(O)H compounds. The process began with the formation of P–Se–Ar bonds, facilitated by the synergistic effect of phenylboronic acid, selenium, and appropriate ligands in the presence of copper. Following this, nucleophilic substitution reactions with amine compounds were conducted to create P–N bonds. These methodical steps not only achieved efficient synthesis of the target product but also resulted in outstanding product yields. The synthesis was executed using a “one-pot” technique, which significantly streamlined the experimental procedure and enhanced the yield of the product. Furthermore, this methodology is applicable to the synthesis of potentially bioactive phosphoramide derivatives of oxalic acid, marking an important step forward in the exploration of new chemical domains.