75729-97-4Relevant academic research and scientific papers
Free radical-mediated vinyl amination: A mild, general pyrrolidinyl enamine synthesis
Nugent, Benjamin M.,Williams, Amie L.,Prabhakaran,Johnston, Jeffrey N.
, p. 8877 - 8888 (2007/10/03)
The complete scope of free radical-mediated vinyl amination is described, using 5-exo-trig cyclizations of vinyl radicals to the nitrogen of azomethines. The focus is primarily on N,N-dialkyl enamines since their nucleophilicity renders them the most challenging enamines to synthesize using redox conditions. These studies establish several encouraging precedents for the broader application of this strategy.
A new intramolecular migration of the imino group of O-arylketoximes to the aryl group under the Beckmann condition
Kikugawa, Yasuo,Tsuji, Chiho,Miyazawa, Etsuko,Sakamoto, Takeshi
, p. 2337 - 2339 (2007/10/03)
ZrCl4-mediated decomposition of O-arylketoximes in benzene leads to regioselective intramolecular migration of the imino group from the oxygen to the ortho position of the aryl group via electron-deficient nitrogen intermediates.
ADDITION DE COMPOSES INSATURES SUR LES PHOSPHORANES MONOCYCLIQUES A LIAISON P-H
Tangour, B.,Boisdon, M. T.,Malavaud, C.,Barrans, J.
, p. 6087 - 6094 (2007/10/02)
Addition of activated double bonds >C=CC=N- and >C=O on monocyclic phosphoranes with P-H bond leads to the formation of new pentacoordinate phosphorous compounds with P-C bonds.An original intramolecular cyclisation reaction giving rise to new unsymmetrical spirophosphoranes with 5 and 6 bonds is described.
Photochemical and Thermal Reactions of Aromatic Schiff Bases
Tauer, Erich,Grellmann, Karl H.
, p. 4252 - 4258 (2007/10/02)
The photochemical and thermal reactions of aromatic Schiff bases (SB) prepared from o-aminophenol and aldehydes and from o-aminophenol and ketones are compared.All SB's are converted by light into the corresponding benzoxazolines.For the SB's derived from aldehydes, benzoxazoline formation is a prerequisite to convert them by a second photon into benzoxazoles.In some cases oxygen is not required for this second reaction step.SB's derived from ketones are converted into benzoxazoles by the absorption of just one photon, but only in the presence of oxygen and only if the aliphatic residue R1 of the N=C(R1R2) bridge contains at least two carbon atoms.A radical mechanism is proposed for this reaction.Benzoxazine formation is observed in some cases as a thermal side reaction.The photochemical reactions of the latter were also investigated.
