Methoxide-catalysed rearrangement of N- to O-(diphenylphosphinyl)hydroxylamine
โ Scribed by Martin J.P. Harger
- Book ID
- 104221462
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 137 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
Acid-catalyzed rearrangement of 0-(2-arylphenyl)hydroxylamines followed by ring enlargement affords 7-aryl-2,3-dihydro-lH-azepin-2-ones. 2-Amino-2-phenyl-3,5-cyclohexadienone, an intermediate of the reaction, was trapped as the N-trifluoroacetamide.
When PhzP(StNHOCOPh labelled with I~O in the C=O group (43% isotopic ennchment) reacts with NaOMe in MeOH. the products are unlabelled PhzP(O)NH 2 and labelled PhCO,Me (43% isotopic ennctmaent). By mlplication, the intermediate Ph2P(O)NHSCOPh that results from rearrangement (transposition of O and S
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