- Aqueous phase preparation method of isoxazoline compound participating in vitamin E micro-micelle
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The invention provides an aqueous phase synthesis method of the isoxazoline compound represented by the formula (III), wherein the benzaldehyde oxime represented by the formula (I) is a substrate, and the aqueous solution of the surfactant in the mass concentration 1 wt % - 5 wt % is N - chlorosuccinimide. Under the common action of the basic substance, the olefinic compound represented by the formula (II) is reacted 6 - 16h at room temperature, and the resulting reaction liquid is subjected to post-treatment to obtain the isoxazoline compound represented by the formula (III). Water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized.
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Paragraph 0074-0076
(2021/11/21)
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- Heteroannulation of Alkenes with Enynyl Benziodoxolones and Silver Nitrite Involving CC bond Oxidative Cleavage: Entry to 3-Aryl-?2-isoxazolines
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A copper-catalyzed [2 + 2 + 1] heteroannulation of alkenes with enynyl benziodoxolones and AgNO2 involving oxidative cleavage of the CC bond promoted by cooperative Zn(OTf)2, KOAc, and 4 ? MS for producing 3-aryl δ2-isoxazolines is reported. Mechanistic s
- Wang, Cheng-Yong,Wang, Cheng-Yong,Teng, Fan,Li, Yang,Li, Jin-Heng,Li, Jin-Heng,Li, Jin-Heng
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supporting information
p. 4250 - 4254
(2020/06/05)
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- Asymmetric reduction of racemic 2-isoxazolines
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The kinetic resolution of racemic 2-isoxazolines was carried out by asymmetric reduction using borane with 1,2-amino alcohols as a chiral source. Using excess BH3-THF in the presence of (-)-norephedrine, optically active 1,3-amino alcohol derivatives were obtained with good ee but in lower yield, while the optically active substrates 2-isoxazolines were recovered with modest ee. The asymmetric reduction using 2.0 equiv of BH3-SMe2 was investigated as an alternative strategy for the synthesis of optically active products. After reduction, treatment of the resulting mixture with Et3N was successful in providing optically active isoxazolidine derivatives in good yields and with good ee. The choice of chiral source was also shown to have a significant effect. In particular, the use of (S)-α,α-diphenyl-2-pyrrolidinemethanol reversed the enantioselectivity of the recovered substrates.
- Tokizane, Masashi,Sato, Kaori,Ohta, Tetsuo,Ito, Yoshihiko
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experimental part
p. 2519 - 2528
(2009/04/04)
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- A novel one-pot synthesis of hydroximoyl chlorides and 2-isoxazolines using N-tert-butyl-N-chlorocyanamide
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Treatment of aldoximes with N-tert-butyl-N-chlorocyanamide gave hydroximoyl chlorides in quantitative yields in less than a minute, which on dehydrohalogenation in the presence of triethylamine gave the corresponding nitrile oxides. The nitrile oxides underwent 1,3-dipolar addition to dipolarophiles and gave 2-isoxazolines in excellent yields under mild conditions.
- Kumar, Vinod,Kaushik
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p. 1457 - 1460
(2007/10/03)
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- Solid-phase synthesis of pyrazolines and isoxazolines with sodium benzenesulfinate as a traceless linker
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(Matrix presented) The preparation of pyrazoline and isoxazoline derivatives with traceless solid-phase sulfone linker strategy is described. Key steps involved in the solid-phase synthetic procedure include (i) sulfinate S-alkylation, (ii) sulfone anion alkylation, (iii) γ-hydroxy sulfone → γ-ketosulfone oxidation, and (iv) traceless product release via elimination-cyclization. A library of 12 pyrazolines and isoxazolines was synthesized.
- Chen,Lam, Yulin,Lai, Yee-Hing
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p. 1067 - 1069
(2007/10/03)
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