107487-07-0Relevant academic research and scientific papers
Iron(iii)-catalyzed selective N-O bond cleavage to prepare tetrasubstituted pyridines and 3,5-disubstituted isoxazolines from: N -vinyl-α,β-unsaturated ketonitrones
Chen, Chun-Hua,Wu, Qing-Yan,Wei, Cui,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang
supporting information, p. 2722 - 2729 (2018/06/29)
An iron(iii)-catalyst controlled cyclization and selective N-O bond cleavage of N-vinyl-α,β-unsaturated nitrones has been achieved under mild conditions to access tetrasubstituted pyridines and 3,5-disubstituted isoxazolines in moderate to good yields. The tetrasubstituted pyridines were afforded with FeCl3 as a catalyst while using FeCl3·6H2O combined with 1,10-phenanthroline delivered isoxazolines. The regioselectivity for cyclization of styrenyl groups in N-vinyl-α,β-unsaturated nitrones was completely different during the formation of pyridines and isoxazolines. A rational mechanism for the formation of pyridines and isoxazolines was proposed based on the further control experimental studies. The isoxazolines can be converted to a novel bidentate N-ligand over four steps and an epoxypyridine scaffold was obtained from N-vinyl nitrone when copper(ii) acetate in combination with the prepared bidentate N-ligand was used.
A novel, general method for the synthesis of nitrile oxides: Dehydration of O-silylated hydroxamic acids
Muri, Dieter,Bode, Jeffrey W.,Carreira, Erick M.
, p. 539 - 541 (2007/10/03)
(Formula presented) O-Silylated hydroxamic acids serve as stable, readily accessible, crystalline precursors to nitrile oxides when treated with trifluoromethanesulfonic anhydride and triethylamine. Under these mild conditions in the presence of olefins O
The Structures of 2-(4,5-Dihydro-5-aryl-3-isoxazolyl)-1-arylethanone Oximes. An Unusual Behaviour in its 1H-NMR and Mass Spectra
Diaz, Eduardo,Barrios, Hector,Toscano, Ruben A.,Yuste, Francisco,Reynolds, William F.,et al.
, p. 1325 - 1330 (2007/10/02)
The reaction of dibenzalacetones substituted on the aromatic ring with hydroxylamine hydrochloride and potassium hydroxide in refluxing ethanol affords several compounds.Herein, we report the structures and spectral properties of several oximes of 2-(4,5-dihydro-5-aryl-3-isoxazolyl)-1-arylethanones 6.Unusual behaviour on its 1H-nmr and mass spectra was observed.Single crystal X-ray diffraction was performed on compound 6d to support our structural considerations abouth the title compounds.
Synthesis of (Diethoxyphosphoryl)acetonitrile Oxide and Its Cycloaddition to Olefins. Synthetic Applications to 3,5-Disubstituted 2-Isoxazolines
Tsuge, Otohiko,Kanemasa, Shuji,Suga, Hiroyuki,Nakagawa, Norihiko
, p. 2463 - 2474 (2007/10/02)
(Diethoxyphosphoryl)acetonitrile oxide undergoes regioselective cycloaddition to olefins leading to 3--2-isoxazolines or -isoxazole.The phosphorus-stabilized carbanions generated by deprotonation of the cycloadducts can be util
SYNTHESIS OF A NEW PHOSPHOROUS-FUNCTIONALIZED NITRILE OXIDE, Α-(DIETHYLPHOSPHONO)ACETONITRILE OXIDE, AND CYCLOADDITION LEADING TO 3-(DIETHYLPHOSPHONOMETHYL)-Δ2-ISOXAZOLINES
Tsuge, Otohiko,Kanemasa, Shuji,Suga, Hiroyuki
, p. 183 - 186 (2007/10/02)
Cycloaddition of α-(diethylphosphono)acetonitrile oxide, a new phosphorous-functionalized nitrile oxide, leads to 3-phosphonomethyl-Δ2-isoxazolines which are useful as Δ2-isoxazoline unit-introducing reagents.
