3378-36-7Relevant academic research and scientific papers
On the Oxidation of Hydroxylamines with o -Iodoxybenzoic Acid (IBX)
Parmeggiani, Camilla,Matassini, Camilla,Cardona, Francesca,Goti, Andrea
, p. 2890 - 2900 (2017/06/27)
o -Iodoxybenzoic acid (IBX) is confirmed as a powerful tool for the oxidation of hydroxylamines. The synthetic route is demonstrated as efficient and user friendly, and is exploited on various carbohydrate-derived N,N-disubstituted hydroxylamines (cyclic, acyclic, and functionalized ones), affording the corresponding nitrones in good yields and regioselectivity. N-Monosubstituted hydroxylamines revealed an interesting divergent behavior depending on the reaction conditions. While IBX oxidation in dimethyl sulfoxide at 45 °C furnished oximes as reported, the oxidation in dichloromethane at room temperature afforded efficiently the unusual corresponding nitroso dimers.
Action d'un Tetrafluoroborate d'Oxaziridinium sur les Amines et les Imines
Hanquet, Gilles,Lusinchi, Xavier
, p. 12185 - 12200 (2007/10/02)
The Oxaziridinium salt 1 derived from dihydroisoquinolin is an oxygen transfer reagent to primary amines leading to nitrosoderivatives (if R = Alkyl) or nitro compounds (if R = Aryl), to tertiary amines leading to N-oxides, and to secondary amines and imines leading to the corresponding nitrone.
Synthesis and X-ray Analysis of Dihydro-1,2,4,5-trioxazine. Evidence of a Steowise Mechanism for the Cycloaddition of Carbonyl Oxides with Nitrones
Mori, Mitsuyuki,Sugiyama, Tomohito,Nojima, Masatomo,Kusabayashi, Shigekazu,McCullough, Kevin J.
, p. 2285 - 2294 (2007/10/02)
Carbonyl oxides, derived by ozonolysis of vinyl ethers, readily undergo cycloaddition reactions with nitrones affording dihydro-1,2,4,5-trioxazines in fair to excellent yield.The structures of dihydro-3,5,6-triphenyl-1,2,4,5-trioxazine (5f) and dihydro-3-cyclohexyl-5-methyl-6,6-diphenyl-1,2,4,5-trioxazine (5t) were unambiguously determined by X-ray analysis.Ozonolysis of 1-cyclohexyl-2-methoxyethene in the presence of either (E)- or (Z)-α-(4-methylphenyl)-α-phenyl-N-methylnitrone gave a 1:1 mixture of two stereoisomeric cycloadducts.This result, in conjunction with the structure of the relevant 5t, suggests that the cycloaddition proceeds by a stepwise mechanism.
OXIDATION OF 1-NITROSO-1-AKYLHYDRAZINES
Kano, Kunio,Kelly, Charles A.,Anselme, J.-P.
, p. 1427 - 1430 (2007/10/02)
Oxidation of 1-nitroso-1-alkylhidrazines with a variety of oxidizing agents yields the product of coupling of the radical fragments generated by extrusion of nitrogen from the putative N-nitrene intermediate.
