53215-16-0Relevant articles and documents
Synthesis of 4-Nitroisoxazoles via NO/NO2 -Mediated Heterocyclization of Aryl-Substituted α,β-Unsaturated Ketones
Averina, Elena B.,Grishin, Yuri K.,Kurova, Anastasiya V.,Kuznetsova, Tamara S.,Rybakov, Victor B.,Sadovnikov, Kirill S.,Sedenkova, Kseniya N.,Vasilenko, Dmitry A.,Volkova, Yulia A.
, p. 1398 - 1406 (2020/04/27)
A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocyclization of aryl/hetaryl-substituted α,β-unsaturated ketones upon treatment with tetranitromethane-triethylamine (TNM-TEA) complex or t -BuONO. This strategy features high efficiency and wide substrate tolerance under simple reaction conditions.
Preparation of 4-Bromo-1-hydroxypyrazole 2-Oxides by Nitrosation of α-Bromo-α,β-unsaturated Ketoximes
Hansen, John F.,Easter, John A.,Eckert, David A.,Hunt, Karen J.,Little, David A.
, p. 281 - 286 (2007/10/02)
Nitrosation of the oximes of 3-bromo-3-penten-2-one, 3-bromo-4-phenyl-3-buten-2-one, and 2-bromo-1,3-diphenyl-2-propen-1-one using sodium nitrite in acetic acid gave low yields of 4-pyrazolone 1,2-dioxides.Nitrosation using butyl nitrite in the presence of copper(II) sulfate and pyridine in aqueous ethanol produced insoluble copper complexes from which 3,5-dimethyl-, 3-methyl-5-phenyl-, and 3,5-diphenyl-4-bromo-1-hydroxypyrazole 2-oxides could be liberated by treatment with dilute potassium hydroxide, filtration, and acidification of the filtrate.High yields wereobtained with the first two oximes, but, presumably due to unfavorable stereochemistry of the oxime, the diphenyl derivative gave a lower yield of the complex, accompanied by 4-bromo- and 4-nitro-3,5-diphenylisoxazole and 4-oximino-3,5-diphenyl-4,5-dihydroisoxazole.
SYNTHESIS AND PROPERTIES OF AZOLES AND THEIR DERIVATIVES. PART XX. STUDIES ON THE THERMOLYSIS OF REGIO AND STEREOISOMERIC DIARYLNITRO-Δ2-ISOXAZOLINES
Baranski, Andrzej,Cholewka, Elzbieta
, p. 483 - 494 (2007/10/02)
Thermolysis of stereoisomeric 3,5-diaryl-4-nitro-Δ2-isoxazolines 1, 3, depending on the applied solvent, leads to 3,5-diarylisoxazoles 4 or mixtures of 3,5-diarylisoxazoles 4 and 3,5-diaryl-4-nitroisoxazoles 6.Under similar conditions, 3,4-diar