38791-02-5Relevant academic research and scientific papers
Convenient synthesis of 4,5-unsubstituted 3-aroylisoxazoles from methyl aryl ketones and (vinylsulfonyl)benzene in water
Wang, Liang,Tao, Yu,Zhang, Nana,Li, Shubai
supporting information, (2021/01/11)
A convenient synthesis of 3-aroylisoxazoles from methyl ketones and (vinylsulfonyl)benzene in 2%TPGS-750-M/H2O has been developed. This reaction proceeds via tandem tert-butyl nitrite-promoted Csp3-H functionalization of methyl ketones, 1,3-dipolar cycloaddition and base-catalyzed aromatization, providing the corresponding products in moderate to good yields.
One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene
Wang, Liang,Zhang, Nana
, p. 390 - 392 (2021/06/07)
Iron(III) nitrate-assisted cycloaddition of (phenylsulfonyl)ethene to arylacetylenes in the presence of KI affords 5-phenylsulfonyl-3-aroylisoxazolines whose treatment with K2CO3 provides 4,5-unsubstituted 3-aroylisoxazoles. Both synthetic steps can be performed in a one-pot manner.
3-acyl isoxazole compound and preparation method thereof
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, (2020/12/15)
The invention discloses a 3acyl isoxazole compound and a preparation method thereof. The No.4 and No.5 positions of the 3acyl isoxazole compound are free of substituent groups, and subsequent functionalization is facilitated according to use requirements, so that the structure type of the 3acyl isoxazole compound is expanded, and the 3acyl isoxazole compound has potential application value. According to the method for preparing the 3acyl isoxazole compound, the ketone compound, phenyl vinyl sulfone and tert-butyl nitrite are used as reaction raw materials; an aqueous solution containing a surfactant is used as a reaction solvent; the 3acyl isoxazole compound is synthesized through a two-step reaction; and no metal catalyst is needed in a reaction process, namely, the 3acyl isoxazole compound is synthesized in a mild and green reaction environment, the selectivity and yield of the product are very high, the application range of the ketone compound is wide. The method has a good amplified synthesis prospect.
A convenient synthesis of 3-benzoylisoxazoles by 1,3-dipolar cycloaddition
Kai, Hiroyuki,Tomida, Minoru,Nakai, Toru,Takase, Akira
, p. 2299 - 2308 (2007/10/03)
A convenient, efficient method for the preparation of 3-benzoylisoxazoles is described. Nitrile oxides generated in situ from phenylglyoxylohydroxamyl chlorides and NaHCO3 in isopropyl alcohol smoothly react with dipolarophiles at room temperat
Reactions of Acetylenic Hydrocarbons with Dimedone and Some α-Nitroketones
Dybova,Yurchenko,Gritsai,Komarov
, p. 642 - 646 (2007/10/03)
Vinylation of acetylene and phenylacetylene with dimedone in the presence of catalytic amounts of sulfuric acid is accompanied by addition of the second dimedone molecule, followed by intramolecular cyclization in the case of phenylacetylene. Reactions of
SITE-SELECTIVITY OF 1,3-DIPOLAR CYCLOADDITIONS TO 2,3-DIMETHOXYCARBONYL-7-OXABICYCLO-HEPTADIENE
Fisera, Lubor,Povazanec, Frantisek,Zalupsky, Peter,Kovac, Jaroslav,Pavlovic, Dusan
, p. 3144 - 3153 (2007/10/02)
Site-selectivity of dipolar cycloaddition to the title compound was studied.Azomethine X afforded a 1:1 cycloadduct XI at the deactivated double bond at room temperature;upon thermolysis at 110 degC it afforded the acetylated enamine XIII, wich was formed wia a direct cycloaddition at the mentioned temperature.The cycloaddition course was investigated in various solvents;the enamine XIV formed by solvolysis of XIII was the final products in methanol.Cycloaddition of title compound to azides, benzoylnitrile N-oxide and C-acetyl-N-phenylnitrilimine furnished the product of cycloreversion instead of the not isolable 1:1 cycloadducts.5-Azido-2-furancarbaldehyde and 4-nitrophenylazide yielded cycloaddition products to both multiple bonds in an approximately 1:1 ratio: HN3, tosylazide,benzoylnitrile N-oxide and C-acetyl-N-phenylnitrilimine gave the addition products to the deactivated double bond.The solvent-effect of site-selectivity of 1,3-dipolarcycloaddition was inwestigated and the title compound was found to be an exellent synthetic equivalent for acetylene and dimethyl butinedioate.
