651059-64-2Relevant academic research and scientific papers
Preparation method of isoxazole derivative
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Paragraph 0072-0077, (2019/12/02)
The invention relates to a preparation method of an isoxazole derivative, which comprises the following steps of mixing an propargyl alcohol derivative, a halogen source, an acid and a solvent, and heating to react; adding the hydroxylamine into the react
Polymer-supported vinyl sulfone as an efficient reagent for the synthesis of 3-monosubstituted isoxazoles
Wu, Guo-Jian,Sheng, Shou-Ri,Li, Dan,Xu, Li-Fan,Huang, Zhen-Zhong
, p. 3034 - 3043 (2013/09/12)
Polystyrene-supported vinyl sulfone reagent has been developed and used for solid-phase organic synthesis of 3-monosubstituted isoxazoles by 1,3-dipolar cycloaddition reaction with nitrile oxides and subsequent cleavage from the polymer support through an
A novel synthesis of N-unsubstituted β-enamino thioesters from 3-arylisoxazoles and 3-aryl-5-phenylthio-2-isoxazolines
Vitale, Paola,Di Nunno, Leonardo,Scilimati, Antonio
experimental part, p. 3195 - 3203 (2010/10/21)
A novel procedure for the synthesis of N-unsubstituted β-enamino thioesters, (Z)-S-phenyl 3-amino-3-arylprop-2-enethioates, from 3-arylisoxazoles or 3-aryl-5-phenylthio-2-isoxazolines is described and a plausible mechanism for the reaction is proposed. Some examples of conversion of one β-enamino thioester [(Z)-S-phenyl 3-amino-3-phenylprop-2-enethioate] into N-unsubstituted β-enaminoacyl derivatives (β-enamino esters, β-enamino amides, and β-keto amides) are also reported. Georg Thieme Verlag Stuttgart - New York.
Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles
Rosa, Fernanda A.,Machado, Pablo,Bonacorso, Helio G.,Zanatta, Nilo,Martins, Marcos A. P.
, p. 879 - 885 (2008/09/21)
(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C
Effect of the aryl group substituent in the dimerization of 3-arylisoxazoles to syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by LDA
Di Nunno, Leonardo,Vitale, Paola,Scilimati, Antonio
experimental part, p. 11198 - 11204 (2009/04/11)
3-Arylisoxazoles react with LDA in THF at 0 °C affording syn-2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones (bis-azetidinones), via stereoselective dimerization of an azetinone anion intermediate. A?fragmentation reaction affording arylnitriles may compete with electronic and steric effects of the substituent present in the aryl group being pivotal in determining the outcome of this reaction. An interesting behaviour with LDA of arylnitriles arising from the fragmentation reaction of some 3-arylisoxazoles was also observed. N,N-Diisopropylaminobenzonitriles were in fact formed (plausibly via a benzyne mechanism) from 3-(4-chlorophenyl)isoxazole and 3-(2-chlorophenyl)isoxazole, whereas 3-(2-methylphenyl)isoquinolin-1-amine was isolated starting from 3-(2-methylphenyl)isoxazole and LDA.
Stereoselective dimerization of 3-arylisoxazoles to cage-shaped bis-β-lactams syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by hindered lithium amides
Di Nunno, Leonardo,Vitale, Paola,Scilimati, Antonio,Simone, Laura,Capitelli, Francesco
, p. 12388 - 12395 (2008/03/13)
3-Arylisoxazoles react with hindered lithium amides giving syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones in good to fair yields. Stereochemistry of the so-obtained cage-shaped bis-β-lactams was assigned by X-ray diffraction analysis. Concerning the mechanism of formation of such hitherto unknown molecules, dimerization of an azetinone anion intermediate stereoselectively induced by Li+ chelation is suggested.
Traceless solid-phase synthesis of 3-substituted isoxazoles and 3-substituted 5-iodoisoxazolines using polystyrene-supported vinyl selenide
Sheng, Shou-Ri,Xin, Qin,Liu, Xiao-Ling,Sun, Wu-Kang,Guo, Rui,Huang, Xian
, p. 2293 - 2296 (2008/02/02)
A novel facile procedure for the traceless solid-phase synthesis of 3-substituted isoxazoles and 3-substituted 5-iodoisoxazolines in good yields and with excellent purities using polymer-supported vinyl selenide is described. The polymeric reagent can be
Substituent effects on 15N and 13C NMR chemical shifts of 3-phenylisoxazoles: A theoretical and spectroscopic study
Schofield, Mark H.,Sorel, Marie-Adele,Manalansan, Ryan J.,Richardson, David P.,Markgraf, J. Hodge
, p. 851 - 855 (2007/10/03)
The synthesis and assignment of 15N and 13C NMR signals of the isoxazole ring in a series of parasubstituted 3-phenyl derivatives are reported. DFT calculations of 15N and 13C chemical shifts are presented and c
One-Pot Synthesis of 3-Substituted Isoxazoles from Phenyl Vinylic Selenide
Sheng, Shou-Ri,Liu, Xiao-Ling,Xu, Qu,Song, Cai-Sheng
, p. 2763 - 2764 (2007/10/03)
Phenyl vinylic selenide was adopted for 1,3-dipolar cycloaddition to nitrile oxides and subsequent oxidation-elimination furnished 3-substituted isoxazoles with good yields in a one-pot, two-step transformation.
