62847-60-3Relevant academic research and scientific papers
Synthesis method of 5-trifluoromethyl-isoxazole compound
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Paragraph 0047-0048, (2020/05/29)
The invention belongs to the technical field of chemical synthesis of organic fluorine, and relates to a method for synthesizing a 5-trifluoromethyl-isoxazole compound. The method comprises the following steps: stirring an alkenyl azide compound as a substrate, trifluoroacetic anhydride as a trifluoromethyl source and triethylamine as an alkali in a solvent 1,4-dioxane at 70 DEG C for 48 hours; and carrying out post-treatment on the reaction solution to obtain the 5-trifluoromethyl-isoxazole compound. The synthesis method has the advantages of simple synthesis steps, cheap and easily availableraw materials, diversified products, high product regioselectivity and the like.
Synthesis of 5-(Fluoroalkyl)isoxazole Building Blocks by Regioselective Reactions of Functionalized Halogenoximes
Chalyk, Bohdan A.,Hrebeniuk, Kateryna V.,Fil, Yulia V.,Gavrilenko, Konstantin S.,Rozhenko, Alexander B.,Vashchenko, Bohdan V.,Borysov, Oleksandr V.,Biitseva, Angelina V.,Lebed, Pavlo S.,Bakanovych, Iulia,Moroz, Yurii S.,Grygorenko, Oleksandr O.
, p. 15877 - 15899 (2019/11/13)
A comprehensive study on the synthesis of 5-fluoroalkyl-substituted isoxazoles starting from functionalized halogenoximes is reported. One-pot metal-free [3 + 2] cycloaddition of CF3-substituted alkenes and halogenoximes bearing ester, bromo, c
An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes
Khairnar, Pankaj V.,Lung, Tsai-Hui,Lin, Yi-Jung,Wu, Chi-Yi,Koppolu, Srinivasa Rao,Edukondalu, Athukuri,Karanam, Praneeth,Lin, Wenwei
, p. 4219 - 4223 (2019/06/17)
α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.
ISOXAZOLE-IMIDAZOLE DERIVATIVES
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Page/Page column 12, (2009/01/24)
The present invention is concerned isoxazole-imidazole derivatives having affinity and selectivity for GABA A α5 receptor binding site, their manufacture, pharmaceutical compositions containing them and their use for enhancing cognition or for the treatment of cognitive disorders like Alzheimer's disease. In particular, the present invention is concerned with aryl-isoxazol-4-yl-imidazole derivatives of formula I wherein R1, R2 and R3 are as described in the specification.
ISOXAZOLE-PYRIDINE DERIVATIVES
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Page/Page column 37, (2009/06/27)
The present invention is concerned with isoxazole-pyridine derivatives of formula I wherein X, R1 to R6 are as described herein. The compounds are active on the GABA A α5 receptor binding site and useful for the treatment of cognitive disorders, such as Alzheimer's disease.
Microwave-assisted synthesis and antimicrobial activity of 5-trihalomethyl-3-arylisoxazoles
Martins, Marcos A. P.,Machado, Pablo,Piovesan, Luciana A.,Flores, Alex F. C.,De Campos, Marli M. A.,Scheidt, Carolina,Bonacorso, Helio G.,Zanatta, Nilo
experimental part, p. 985 - 990 (2009/10/10)
A series of twelve 5-trihalomethyl-3-arylisoxazoles was synthesized and screened for antibacterial and antifungal activities. The compounds were synthesized from the cyclondensation of 1,1,1-trihalo-4-alkoxy-3-alken-2-ones [CX 3C(O)C(R 2/
The reaction of hydroxylamine with aryl trifluoromethyl-β-diketones: Synthesis of 5-hydroxy-5-trifluoromethyl-Δ2-isoxazolines and their dehydration to 5-trifluoromethylisoxazoles
Kumar, Vinod,Aggarwal, Ranjana,Singh, Shiv P.
, p. 880 - 888 (2008/02/10)
Reaction of hydroxylamine hydrochloride with aryl trifluoromethyl-β-diketones affords 5-hydroxy-5-trifluoromethyl-Δ2-isoxazolines rather than the reported 3-trifluoromethylisoxazoles. The structural assignment is based on the analysis of their
Synthesis of 3-phenyl-5-(trifluoromethyl)isoxazole and 5-phenyl-3- (trifluoromethyl)isoxazole
Pavlik, James W.,Lowell, Jennifer A.,Ervithayasuporn, Vuthichai
, p. 1253 - 1255 (2007/10/03)
Reaction of 4,4,4-trifluoro-1-phenyl-1,3-butanedione with hydroxylamine led to the formation of 5-hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole which was dehydrated to 3-phenyl-5-(trifluoromethyl)isoxazole. This isomer can also be synthesized
3-Trifluoromethyl-4-nitro-5-arylpyrazoles are novel KATP channel agonists
Peat, Andrew J.,Townsend, Claire,McKay, M. Craig,Garrido, Dulce,Terry, Christopher M.,Wilson, Jayme L. R.,Thomson, Stephen A.
, p. 813 - 816 (2007/10/03)
This communication describes the discovery and synthesis of a series of 3-trifluoromethyl-4-nitro-5-arylpyrazoles as potent KATP channel agonists. The most potent compound reported is ca. 100-fold more potent than diazoxide and exhibits selectivity for the SUR1 KATP channel subtype. The 4-nitro substitutent on the pyrazole ring was required for activity, and limited SAR suggests that the de-protonated pyrazole maybe the active species.
Synthesis of isomeric trifluoromethyl pyrazoles and isoxazoles
Diab, Joseph,Laurent, Andre,Drean, Isabelle Le
, p. 145 - 147 (2007/10/03)
Three regioisomeric trifluoromethyl pyrazoles and four regioisomeric trifluoromethyl isoxazoles were completely selectively synthesized from three trifluoromethyl enones or acroleins (1, 2 and 3) and phenylhydrazine, azide or hydroxylamine.
