Cutting edge of diphenyl phosphorazidate (DPPA) as a synthetic reagent–A fifty-year odyssey
- Takayuki Shioiria
- Kotaro Ishiharaa
- Masato Matsugia
- aFaculty of Agriculture, Meijo University, Shiogamaguchi, Tempaku, Nagoya 468-8502, JapanRead the publication that featured this abstract
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.
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