398454-87-0Relevant academic research and scientific papers
Synthesis and properties of β-(N-acylamino)vinylphosphonium salts. A novel intramolecular [1,3] O-to-N migration of the vinyl group
Mazurkiewicz, Roman,Fryczkowska, Beata,Luboradzki, Roman,Wlochowicz, Andrzej,Mól, Wojciech
, p. 8725 - 8727 (2001)
A reaction of β-carbonyl phosphorus ylides with imidoyl halides gives hitherto unknown β-(N-acylamino)vinylphosphonium salts. The key step of the reaction probably involves an intramolecular [1,3] O-to-N migration of the vinyl group, converting the primar
β-Aminovinylphosphonium salts - A novel synthesis, properties, and structure
Mazurkiewicz, Roman,Fryczkowska, Beata,Gabanski, Rafal,Grymel, Miroslawa,Libera, Justyna
experimental part, p. 1365 - 1378 (2009/05/07)
The deacylation of easily accessible β-(N-acylamino)vinylphosphonium salts with methanol or some other nucleophiles gives β- aminovinylphosphonium salts in good yields. As indicated by the spectroscopic properties and by the results of single crystal X-ray diffraction studies the N-alkyl derivatives of the investigated compounds should be considered as strongly resonance stabilized β-iminium ylides rather than β-aminovinylphosphonium salts. In the case of N-aryl derivatives, the β-iminium ylide resonance structures are probably less pronounced. Copyright Taylor & Francis Group, LLC.
β-(N-acylamino)vinylphosphonium salts - Synthesis and properties
Mazurkiewicz, Roman,Fryczkowska, Beata,Gabanski, Rafal,Luboradzki, Roman,Wlochowicz, Andrzej,Mol, Wojciech
, p. 2589 - 2598 (2007/10/03)
A reaction of β-carbonyl phosphorus ylides with imidoyl halides gives hitherto unknown β-(N-acylamino)vinylphosphonium salts. The same product can be obtained using the N-monosubtituted amide/Ph3PBr2/Et3N system instead of imidoyl halide. The key step of the reaction probably involves an intramolecular [1,3] O-to-N migration of the vinyl group, converting the primary O-imidoylation product into β-(N-acylamino)vinylphosphonium salt.
