14397-33-2Relevant academic research and scientific papers
Base-Promoted [3+2]-Annulation of Oxime Esters and Aldehydes for Rapid Isoxazoline Formation
Huang, Huawen,Li, Feifei,Xu, Zhenhua,Cai, Jinhui,Ji, Xiaochen,Deng, Guo-Jun
supporting information, p. 3102 - 3107 (2017/09/13)
A base-promoted [3+2]-annulation of ketoxime esters and aldehydes is disclosed for the facile and rapid synthesis of 3,5-disubstituted and 3,4,5-trisubstituted isoxazolines. The key to our success is the pivalate leaving group of the oxime substrates, combined with cesium carbonate as promoter. This chemistry allows the assembly of a vast array of isoxazoline derivatives under simple base conditions in a method complementary to the classic isoxazoline formation via [3+2]-dipolar cycloaddition of nitrile oxides and olefins. It also represents a new reaction pattern involving electrophilic amination/N–O bond substitution. (Figure presented.).
3,4,5-trisubstituted-4,5-dihydroisoxazole, derivative and synthetic method and application thereof
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Paragraph 0131, (2017/08/31)
The invention relates to 3,4,5-trisubstituted-4,5-dihydroisoxazole, a derivative and a synthetic method and an application thereof. The invention mainly relates to a synthetic method of an isoxazoline compound. With adoption of a technical scheme that an aldehyde compound and oxime ester are converted into isoxazoline and the derivative thereof by taking an organic solvent as a solvent under the action of alkali without using a catalyst, the synthetic method solves the problem that an existing synthetic method of the isoxazoline compound is complicated in synthetic step, is accomplished by adopting multiple steps, and also needs a metal catalyst, a chemically equivalent metal oxidant or a peroxide. The atom economy is kept to the extreme extent; the isoxazoline compound has a stable molecular structure and an excellent chemical property, and molecular slices and compound segments contain rich contents with biological activity and pharmacological activity. The isoxazoline compound also has the characteristics of being simple in reaction system, mild in reaction condition, relatively less in reaction equipment, simple in experimental operation, wide in source of materials, high in yield, easy for expansion of user and application, relatively high in utilization value of product and expectable in market commercial prospect.
First iron-catalyzed synthesis of oximes from styrenes
Prateeptongkum, Saisuree,Jovel, Irina,Jackstell, Ralf,Vogl, Nadine,Weckbecker, Christoph,Beller, Matthias
supporting information; experimental part, p. 1990 - 1992 (2009/09/06)
Aryl-substituted olefins react with t-butyl nitrite and sodium borohydride in the presence of iron(ii)phthalocyanine to give oximes in moderate to high yields.
Synthesis of Alkyl Nitronates via Mitsunobu Condensation
Falck, J. R.,Yu, Jurong
, p. 6723 - 6726 (2007/10/02)
Nitroalkanes bearing electron-withdrawing or unsaturated substituents at the α-carbon experience exclusive intra- and intermolecular O-alkylation by alcohols under Mitsunobu condensation conditions furnishing good to excellent yields of alkyl nitronates;
Dehydrochlorination of Hydroximoyl Chlorides by the Use of Vinyltins for Synthesis of Isoxazolines (Dihydrooxazoles)
Moriya, Osamu,Urata, Yoshikiyo,Endo, Takeshi
, p. 884 - 885 (2007/10/02)
The reaction of hydroximoyl chlorides and vinyltin compounds afforded isoxazolines via dehydrochlorination and dipolar cycloaddition.
Some Acylations of 3-Phenyl and 3-Mesityl-4,5-dihydroisoxazoles
Corsaro, Antonino,Chiacchio, Ugo,Perrini, Giancarlo,Caramella, Pierluigi,Albini, Franca Marinone
, p. 1691 - 1699 (2007/10/02)
A study on the acetylation and benzoylation of title compounds by quenching the corresponding 4-carbanions with acyl chlorides or esters is reported.The obtained ketones are formed as minor regioisomeric adducts in the cycloadditions of benzo and mesitoni
PHOTOCHEMISTRY OF 3-ARYL-2-ISOXAZOLINE
Kumagai, T.,Shimizu, K.,Kawamura, Y.,Mukai, T.
, p. 3365 - 3376 (2007/10/02)
3-Phenyl-2-isoxazoline (1) was irradiated to give 4-phenyl-2-oxazoline (3), β-aminoaldehyde (14) and benzonitrile from its ?-?* singlet excited state.Several related derivatives afforded similar photoproducts on irradiation.The quantum yields of the photoreactions were dependent on the magnitudes of the singlet energies of the 2-isoxazolines. p-Cyanophenyl-2-isoxaline (1c) formed a one-to-one photoadduct (22) with benzene.
Methylthiomethyl Nitrones from the E- and Z-Oximes of E-Chalcone and Phenyl Vinyl Ketone: -Dipolar Cyclisations
Ooi, Ngan Sim,Wilson, David A.
, p. 4726 - 4736 (2007/10/02)
The E-oximes of E-chalcone (1,3-diphenylpropenone; benzalacetophenone) and phenyl vinyl ketone (1-phenylpropenone) were isomerised by alkali in dimethyl sulphoxide to equilibrium mixtures of E- and Z-isomers, from which the pure Z-isomers have been obtain
