Cutting edge of diphenyl phosphorazidate (DPPA) as a synthetic reagent - A fifty-year odyssey

Recent advances of diphenyl phosphorazidate (DPPA) as a versatile synthetic reagent was described. It works as an azide anion equivalent, 1,3-dipole, electrophile, and nitrene. Thus it can be conveniently used for amide synthesis, ester synthesis, modified Curtius reaction, phosphorylation, C-acylation, azide synthesis, Pummerer rearrangement, cycloadditions, diazotization, triazoline formation, Staudinger reaction, amidine and guanidine synthesis, C-H phosphorazidation, nitrene insertion, decarbonylation, etc.

Automated summary

DPPA has been described as a versatile synthetic reagent that can be used for various chemical reactions, including amide synthesis, ester synthesis, and rearrangement reactions.