78394-35-1Relevant academic research and scientific papers
Ketene. Part 21. Reactions of Heterocumulenes with Nitrones
Evans, Andrew R.,Hafiz, Mushtaq,Taylor, Giles A.
, p. 1241 - 1246 (2007/10/02)
Degradative and mass spectrometric evidence confirms the formation of the isoxazolidinones (2) from the reaction of cyano-t-butylketene with the N-alkyl nitrones (1), whilst the reaction with the N-phenyl nitrone (1d) gives the expected oxazolidinone (3b).Cyano-t-butylketene reacts with diphenyl nitrone to give the indolones (10a) and (10b).The reaction of phenyl isocyanate with diphenyl nitrone, and the N-alkyl nitrones (1a) and (1d) gives the normal 1,3-dipolar cycloadducts without rearrangement.Ethoxycarbonyl-t-butylketene reacts with the N-phenyl nitrone (1d) to give an oxazolidinone , but reaction with the N-alkyl nitrones (1) gives only fluorenone azine.This ketene reacts with diphenyl nitrone to give the anil (15) and the dihydroindole (16).
Cycloaddition Reactions of Quinoneimine N-Oxides and of Fluorenoneimine N-Oxide: Exocyclic Nitrones conjugated with Electron-withdrowing Rings
Damavandy, Jaffar A.,Jones, Richard A. Y.
, p. 712 - 717 (2007/10/02)
N-Phenyl-p-benzoquinoneimine N-oxide is generally unreactive in 1,3-dipolar cycloaddition reactions, but with acetylenedicarboxylate esters it gives indolones, formed from the initial adducts by a rearrangement which entails an alkoxycarbonyl migration.The analogous nitrone derived from anthraquinone gives unrearranged adducts with a variety of 1,3-dipolarophiles; monosubstituted alkynes and alkenes give 4-substituted-isoxazolines and -isoxazolidines.Fluorenoneimine N-oxide behaves similarly.We also describe some reactions of diphenylcyclopropene which were performed in an attempt to prepare cyclopropenoneimine N-oxides.
