Recent progress in the synthesis of phosphoramidate and phosphonamide derivatives: A review

Base-promoted direct amidation of esters: beyond the current scope and practical applications

“…Despite the numerous methods to achieve the synthesis of phosphoramidates 16 the direct reaction of amines with triethylphosphate ( 65 ), without any catalyst, to the best of our knowledge, has never been reported before. Driven by these considerations, we decided to go beyond the carboxylic esters and apply our findings in the amidation of readily available 65 .…”

“…Despite the numerous methods to achieve the synthesis of phosphoramidates 16 the direct reaction of amines with Scheme 3 Substrate scope of the DMSO/t-BuOK system. Reaction conditions: 1.0 eq.…”

“…Nevertheless, the applicability of the method to aliphatic amines proved very limited. The only aliphatic amine that has been successfully acylated under these conditions was piperidine (16). Surprisingly, the use of tetramethylguanidine 22 was also unsuccessful.…”