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Transposition of the phosphinoyl groups in the base-induced rearrangements of N,O-Bis(diarylphosphinoyl)hydroxylamines

โœ Scribed by Martin J.P. Harger

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
109 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Becanse the N-and O-pho~hinoyl groups can change places prior to rearrangement, Ph2P(O)NHOP(O)Ar 2 and ArzP(O)NHOP(O)Ph z (Ar = p-tolyl) Ix)th give mixtures of two phosphonamidic-phosphinic anhydrides, Ph(PhNH)P(O)OP(O)Ar z attd Ar(ArNH)P(O)OP(O)Ph v on trcatmem with KOBu t in BuIOH. The transposititm of the phosphinoyl gnmps may involve phosphorane intermediates (7 and 9) having the P atom contained within a three-membered ring

๐Ÿ“œ SIMILAR VOLUMES

N-(dialkylphosphinoyl)hydroxylamines : P
N-(dialkylphosphinoyl)hydroxylamines : Preparation using N,O-bis(trimethylsilyl)hydroxylamine and migration of simple alkyl groups in the rearrangements of their O-p-nitrobenzenesulphonates
โœ Martin J.P. Harger; P.Andrew Shimmin ๐Ÿ“‚ Article ๐Ÿ“… 1992 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 847 KB

Abstruct : Treatment of &,P(O)Cl with MesSiNI-IOSiM~ gives Pr$P(0)NHOSiMes. which is desilylated by methanol giving P&P(O)NHOH. The 0-p-nitrobenz.enesulphonyI derivative of this rearranges with KOBu' in BuYIH, an isopropyl group migrating from P to N and the phosphonamidate R'P(O)(OBu?NIIpi being fo

Preparation of simple N-(dialkylphosphin
Preparation of simple N-(dialkylphosphinoyl)hydroxylamines and alkyl migration in the rearrangements of their O-p-nitrobenzenesulphonates
โœ Martin J.P. Harger; P. Andrew Shimmin ๐Ÿ“‚ Article ๐Ÿ“… 1991 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 158 KB

N-Phosphinoylhydroxylamines containing only simple alkyl groups (Me, Et, Ps) can be prepared using Me3SiNHOSiMe3; alkyd groups migrate from P to N when the derived O-p-nitrobenzenesulphonates react with base.