7006-95-3Relevant articles and documents
Synthesis of N,N-disubstituted phosphoramidates via a Lewis acid-catalyzed phosphorimidate rearrangement
Wilkening, Ina,Del Signore, Giuseppe,Hackenberger, Christian P. R.
supporting information; experimental part, p. 2932 - 2934 (2009/02/03)
A Lewis acid-catalyzed rearrangement of phosphorimidates allows a direct, high-yielding transformation of azides with commercially available phosphites into secondary phosphoramidates. The Royal Society of Chemistry.
GC-MS STUDY OF THE IMIDE - AMIDE REARRANGEMENT
Gilyarov, V. A.,Shcherbina, T. M.,Laretina, A. P.,Kabachnik, M. I.
, p. 1931 - 1934 (2007/10/02)
The imide - amide rearrangement of trialkyl arylimidophosphates by the action of catalytic amounts of boron trifluoride etherate proceeds at least partially by an intermolecular mechanism.Keywords: capillary gas-liquid chromatography/mass spectrometry, im
PHOSPHORYL TO CARBONYL MIGRATION OF AMINO GROUPS IN MIXED ANHYDRIDES. THE EFFECT OF N-SUBSTITUENTS
Symes, Jillian,Modro, Tomasz A.
, p. 113 - 118 (2007/10/02)
The rates of fragmentation of mixed anhydrides (MeO)(p-X-C6H4NMe)P(O)OC(O)Ph (1) (X=MeO, H, Cl, CF3) giving carboxyamides PhC(O)NMe(C6H4-X-p) were measured in CDCl3 at 70 deg C.The reaction constant ρ=+0.85 was obtained.The magnitude of ρ is taken as an indication of low sensitivity of rate to polar effects of substituents (in agreement with the concerted mechanism postulated), and its positive sign suggests that the cleavage of the P-N bond is more advanced in the transition state than is the formation of the N-C bond.