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Journal articles on the topic '5-dihydroisoxazoles'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Mosher, Michael D., Amber L. Norman, and Khriesto A. Shurrush. "5-Bromomethyl-4,5-dihydroisoxazoles." Tetrahedron Letters 50, no. 40 (2009): 5647–48. http://dx.doi.org/10.1016/j.tetlet.2009.07.106.

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2

de Andrade Danin Barbosa, Gabriela, Alcino Palermo de Aguiar, Erika Martins de Carvalho, and Joseli Maria da Rocha Nogueira. "Synthesis of 3-furanyl-4,5-dihydroisoxazole Derivatives via Cycloaddition and their Antibacterial Evaluation." Letters in Drug Design & Discovery 16, no. 3 (2019): 364–69. http://dx.doi.org/10.2174/1570180815666180627115606.

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Background: Antimicrobial resistance is a major threat to human health. So this manuscript describes the synthesis of five different 3,5-disubstituted 4,5-dihydroisoxazoles with antimicrobial activity. </P><P> Methods: They were obtained from nitrile oxide cycloaddition derived from 2-furaldehyde and 5- nitro-2-furaldehyde to different dipolarophiles (acrylamide, ethyl acrylate and styrene). All heterocycles were isolated (30-50 %) and characterized by FTIR, MS, 1H and 13C NMR, as they were also evaluated against Gram-positive and Gram-negative bacteria. </P><P> Results and Conclusion: All products showed bioactivity against all bacteria, however, the heterocycle 3-(5-nitro-2-furanyl)-5-carboxylamide-4,5-dihydroisoxazole (6b) presented the lowest value for the minimum inhibition concentration (MIC - 14 &#181;g/mL).

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3

Campos, Patrick T., Pablo Machado, Clarissa P. Frizzo, et al. "Structural investigations of 5-hydroxy-4,5-dihydroisoxazoles." Journal of Molecular Structure 1006, no. 1-3 (2011): 462–68. http://dx.doi.org/10.1016/j.molstruc.2011.09.051.

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4

Annunziata, Rita, Mauro Cinquini, Franco Cozzi, and Laura Raimondi. "Stereoselective osmylation of 5-vinyl-4,5-dihydroisoxazoles." Journal of the Chemical Society, Chemical Communications, no. 7 (1985): 403. http://dx.doi.org/10.1039/c39850000403.

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5

Martins, Marcos A. P., Paulo Beck, Wilson Cunico, et al. "Microwave assisted synthesis of 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles." Tetrahedron Letters 43, no. 39 (2002): 7005–8. http://dx.doi.org/10.1016/s0040-4039(02)01555-1.

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6

Brel’, V. K. "Synthesis of 3-aryl-5-diethoxyphosphorylethyne-4,5-dihydroisoxazoles." Chemistry of Heterocyclic Compounds 48, no. 6 (2012): 907–11. http://dx.doi.org/10.1007/s10593-012-1075-2.

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7

Cwik, Agnieszka, Zoltán Hell, Aliz Fuchs, and Dóra Halmai. "Solid base-catalyzed synthesis of 5-substituted 4,5-dihydroisoxazoles." Tetrahedron Letters 46, no. 38 (2005): 6563–66. http://dx.doi.org/10.1016/j.tetlet.2005.07.071.

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8

Araujo, Daniela R., Yanka R. Lima, Angelita M. Barcellos, et al. "Ultrasound-Promoted Radical Synthesis of 5-Methylselanyl-4,5-dihydroisoxazoles." European Journal of Organic Chemistry 2020, no. 5 (2020): 586–92. http://dx.doi.org/10.1002/ejoc.201901611.

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9

Castro, Francisco J. Freire, Manuel M. Vila, Paul R. Jenkins, et al. "The Addition of Diallylzinc to 5-Substituted 4,5-Dihydroisoxazoles." Synlett 1999, no. 6 (1999): 798–800. http://dx.doi.org/10.1055/s-1999-2702.

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10

Donati, D., S. Fusi, F. Ponticelli, and R. Rossi Paccani. "Synthesis and photoreactivity of some 5-alkylidene- and 5-alkylidenamine-2,5-dihydroisoxazoles." Tetrahedron Letters 49, no. 5 (2008): 764–67. http://dx.doi.org/10.1016/j.tetlet.2007.11.195.

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11

Martins, Marcos A. P., Paulo Beck, Wilson Cunico, et al. "ChemInform Abstract: Microwave-Assisted Synthesis of 5-Hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles." ChemInform 33, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.200250094.

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12

Martins, Marcos A. P., Adilson P. Sinhorin, Nilo E. K. Zimmermann, Nilo Zanatta, Helio G. Bonacorso, and Giovani P. Bastos. "A Convenient Synthesis of 5-Trichloromethyl-5-hydroxy-3-heteroalkyl-4,5-dihydroisoxazoles." Synthesis 2001, no. 13 (2001): 1959–64. http://dx.doi.org/10.1055/s-2001-17701.

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13

Zheng, Daijun, та Yasuhisa Asano. "Biocatalytic asymmetric ring-opening of dihydroisoxazoles: a cyanide-free route to complementary enantiomers of β-hydroxy nitriles from olefins". Green Chemistry 22, № 15 (2020): 4930–36. http://dx.doi.org/10.1039/d0gc01445a.

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From alkenes and nitromethane, a cyanide-free pathway to synthesize chiral β-hydroxy nitriles via the enantioselective ring-opening of 5-sub-4,5-dihydroisoxazoles catalyzed by aldoxime dehydratases has been developed.

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14

Fischer, Róbert, Daniela Lackovičová, and Lubor Fišera. "Novel Synthesis of 4,5-Unsubstituted 2,3-Dihydroisoxazoles from 5-Acetoxyisoxazolidines." Synthesis 44, no. 24 (2012): 3783–88. http://dx.doi.org/10.1055/s-0032-1317682.

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15

Brel', V. K. "ChemInform Abstract: Synthesis of 3-Aryl-5-diethoxyphosphorylethyne-4,5-dihydroisoxazoles." ChemInform 44, no. 7 (2013): no. http://dx.doi.org/10.1002/chin.201307175.

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16

Milinkevich, Kristin A., Long Ye, and Mark J. Kurth. "Synthesis of 5-(Thiazol-5-yl)-4,5-dihydroisoxazoles from 3-Chloropentane-2,4-dione." Journal of Combinatorial Chemistry 10, no. 4 (2008): 521–25. http://dx.doi.org/10.1021/cc800033m.

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17

Chen, Jian, and Chang-Ming Hu. "Novel preparation of 3-alkyl-5-hydroxy-5-per(poly)fluoroalkyl-4,5-dihydroisoxazoles." Journal of the Chemical Society, Perkin Transactions 1, no. 3 (1995): 267. http://dx.doi.org/10.1039/p19950000267.

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18

Martins, Marcos, Pablo Machado, Fernanda Rosa, Wilson Cunico, Helio Bonacorso, and Nilo Zanatta. "5-Halomethyl-5-Hydroxy-4,5-Dihydroisoxazoles: Synthesis and 13C, 17O,15N, 19F NMR Spectroscopy." Mini-Reviews in Organic Chemistry 5, no. 1 (2008): 53–76. http://dx.doi.org/10.2174/157019308783498214.

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19

Martins, Marcos A. P., Adilson P. Sinhorin, Nilo E. K. Zimmermann, Nilo Zanatta, Helio G. Bonacorso, and Giovani P. Bastos. "ChemInform Abstract: A Convenient Synthesis of 5-Trichloromethyl-5-hydroxy-3-heteroalkyl-4,5-dihydroisoxazoles." ChemInform 33, no. 6 (2010): no. http://dx.doi.org/10.1002/chin.200206137.

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20

Flores, Alex F. C., Luciana A. Piovesan, Alynne A. Souto, et al. "Synthesis in Water and Antimicrobial Activity of 5-Trichloromethyl-4,5-dihydroisoxazoles." Synthetic Communications 43, no. 17 (2013): 2326–36. http://dx.doi.org/10.1080/00397911.2012.706349.

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21

Martins, Marcos A. P., Alex F. C. Flores, Rogério A. Freitag, and Nilo Zanatta. "Haloacetylated enol ethers.6[5]. Synthesis of 4,5-trimethylene-4,5-dihydroisoxazoles." Journal of Heterocyclic Chemistry 33, no. 4 (1996): 1223–26. http://dx.doi.org/10.1002/jhet.5570330437.

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22

Castro, Francisco J. Freire, Manuel M. Vila, Paul R. Jenkins, et al. "ChemInform Abstract: The Addition of Diallylzinc to 5-Substituted 4,5-Dihydroisoxazoles." ChemInform 30, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199936148.

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23

Xie, Meihua, Ming Li, Changqing Liu, Jitan Zhang, and Chengyou Feng. "Facile Regioselective Synthesis of 5-Hydroxy-4,5-dihydroisoxazoles from Acetylenic Ketones." Journal of Heterocyclic Chemistry 49, no. 6 (2012): 1462–65. http://dx.doi.org/10.1002/jhet.1033.

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24

Broggini, Gianluigi, Concetta La Rosa, and Gaetano Zecchi. "5-Heterosubstituted 4-Methylene-4,5-dihydroisoxazoles: Ready Accessibility and Versatile Reactivity." Synlett 1995, no. 12 (1995): 1208–12. http://dx.doi.org/10.1055/s-1995-5230.

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25

CHEN, J., and C. M. HU. "ChemInform Abstract: Novel Preparation of 3-Alkyl-5-hydroxy-5-per(poly)fluoroalkyl-4,5- dihydroisoxazoles." ChemInform 26, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.199526137.

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26

Bezborodov, V. S., N. N. Kovganko, and V. I. Lapanik. "Synthesis and Mesomorphic Properties of New 3-Aryl-5-cyano-4,5-dihydroisoxazoles." Russian Journal of Organic Chemistry 39, no. 12 (2003): 1777–80. http://dx.doi.org/10.1023/b:rujo.0000019743.40861.ce.

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27

Ye, Yong, Yu Zheng, Guo-Yan Xu, and Lun-Zu Liu. "Reaction of nitrile oxides with vinylphosphonate: A facile, regioselective approach to 5-phosphonyl-4, 5-dihydroisoxazoles." Heteroatom Chemistry 14, no. 3 (2003): 254–57. http://dx.doi.org/10.1002/hc.10136.

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28

Martins, Marcos A. P., and Anna C. L. Martins. "13C NMR chemical shifts of heterocycles. Empirical substituent effects in 5-halomethyl-5-hydroxy-4,5-dihydroisoxazoles." Magnetic Resonance in Chemistry 32, no. 10 (1994): 614–16. http://dx.doi.org/10.1002/mrc.1260321009.

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29

Liu, Yan-Yun, Ji Yang, Ren-Jie Song, and Jin-Heng Li. "Synthesis of 5-(Fluoromethyl)-4,5-dihydroisoxazoles by Silver- Catalyzed Oxyfluorination of Unactivated Alkenes." Advanced Synthesis & Catalysis 356, no. 14-15 (2014): 2913–18. http://dx.doi.org/10.1002/adsc.201400242.

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30

BROGGINI, G., C. LA ROSA, and G. ZECCHI. "ChemInform Abstract: 5-Heterosubstituted 4-Methylene-4,5-dihydroisoxazoles: Ready Accessibility and Versatile Reactivity." ChemInform 27, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199616314.

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31

Xie, Meihua, Ming Li, Changqing Liu, Jitan Zhang, and Chengyou Feng. "ChemInform Abstract: Facile Regioselective Synthesis of 5-Hydroxy-4,5-dihydroisoxazoles from Acetylenic Ketones." ChemInform 44, no. 17 (2013): no. http://dx.doi.org/10.1002/chin.201317120.

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32

Flores, Alex F., Luciana A. Piovesan, Alynne A. Souto, et al. "ChemInform Abstract: Synthesis in Water and Antimicrobial Activity of 5-Trichloromethyl-4,5-dihydroisoxazoles." ChemInform 44, no. 43 (2013): no. http://dx.doi.org/10.1002/chin.201343127.

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33

Martins, Marcos A. P., Geonir M. Siqueira, Giovani P. Bastos, Helio G. Bonacorso, and Nilo Zanatta. "Haloacetylated enol ethers. 7 . Synthesis of 3-aryl-5-trihalomethylisoxazoles and 3-aryl-5-hydroxy-5-trihalomethyl-4,5-dihydroisoxazoles." Journal of Heterocyclic Chemistry 33, no. 6 (1996): 1619–22. http://dx.doi.org/10.1002/jhet.5570330612.

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34

Martins, Marcos A. P., Claudio M. P. Pereira, Wilson Cunico та ін. "Ultrasound promoted synthesis of 5-hydroxy-5-trihalomethyl-4,5-dihydroisoxazoles and β-enamino trihalomethyl ketones in water". Ultrasonics Sonochemistry 13, № 4 (2006): 364–70. http://dx.doi.org/10.1016/j.ultsonch.2005.04.009.

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35

Bakharev, V. V., A. A. Gidaspov, E. V. Selezneva, and O. S. El'tsov. "ChemInform Abstract: Reactions of 1,3,5-Triazinylnitroformaldoximes. Part 5. Synthesis of 5-R-3-(1,3,5-Triazinyl)-4,5-dihydroisoxazoles." ChemInform 44, no. 7 (2013): no. http://dx.doi.org/10.1002/chin.201307162.

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36

Beňadiková, Daniela, Júlia Čurillová, Tomáš Lacek, et al. "4,5-Unsubstituted 2,3-dihydroisoxazoles in the synthesis of racemic 4-substituted isoxazolidine-5-carbonitriles." Tetrahedron 70, no. 35 (2014): 5585–93. http://dx.doi.org/10.1016/j.tet.2014.06.093.

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37

Martins, Marcos A. P., Rogério A. Freitag, Nilo E. K. Zimmermann, et al. "MOLECULAR STRUCTURE OF HETEROCYCLES. V. SOLVENT EFFECTS ON THE 17O NMR CHEMICAL SHIFTS OF 5-TRICHLOROMETHYL-5-HYDROXY-4, 5-DIHYDROISOXAZOLES†." Spectroscopy Letters 34, no. 3 (2001): 375–85. http://dx.doi.org/10.1081/sl-100002293.

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38

Walters, Matthew J., S. Patrick Dunn, Emily Choi, Amanda N. D'Elia, Morgan E. Warner та Charles F. Beam. "The Preparation of 5-Aryl-5-methyl-4,5-dihydroisoxazoles from Dilithiated C(α), O -Oximes and Select Acetyl Ketones". Synthetic Communications 33, № 23 (2003): 4163–71. http://dx.doi.org/10.1081/scc-120026359.

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39

Kulyashova, Alexandra, and Mikhail Krasavin. "Convenient modular construction of medicinally important 5-acylamino-4,5-dihydroisoxazoles featuring four elements of diversity." Tetrahedron Letters 57, no. 39 (2016): 4395–97. http://dx.doi.org/10.1016/j.tetlet.2016.08.059.

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40

Kamimura, Akio, Yukio Kaneko, Ayaki Ohta, et al. "Enantioselective preparation of 3,4,5-trisubstituted 4,5-dihydroisoxazoles and their stereoselective elaboration of 5-side chain." Tetrahedron 58, no. 47 (2002): 9613–20. http://dx.doi.org/10.1016/s0040-4020(02)01255-3.

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41

Liu, Yan-Yun, Ji Yang, Ren-Jie Song, and Jin-Heng Li. "ChemInform Abstract: Synthesis of 5-(Fluoromethyl)-4,5-dihydroisoxazoles by Silver- Catalyzed Oxyfluorination of Unactivated Alkenes." ChemInform 46, no. 13 (2015): no. http://dx.doi.org/10.1002/chin.201513205.

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42

MARTINS, M. A. P., G. M. SIQUEIRA, G. P. BASTOS, H. G. BONACORSO, and N. ZANATTA. "ChemInform Abstract: Haloacetylated Enol Ethers. Part 7. Synthesis of 3-Aryl-5- trihalomethylisoxazoles and 3-Aryl-5-hydroxy-5-trihalomethyl-4,5- dihydroisoxazoles." ChemInform 28, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199725115.

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43

Thirunarayanan, G., and V. Sathiyendiran. "Synthesis, Pharmacological and Insect Antifeedant Activities of some 3-(2-Naphthyl)-5-(Substituted Phenyl)-4,5-Dihydroisoxazoles." International Letters of Chemistry, Physics and Astronomy 49 (April 2015): 1–14. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.49.1.

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Totally thirty one 3,5-substituted aryl 4,5-dihydro isoxazole derivatives including 3-(2-naphthyl)-5-(substituted phenyl)-4,5-dihydroisoxazole have been synthesized by fly-ash:H2SO4 catalyzed cyclization of hydroxylamine hydrochloride and aryl chalcones under solvent-free conditions. The yields of the isoxazoles are more than 94%. The synthesized isoxazole were characterized by their physical constants and spectral data. The antimicrobial, antioxidant and insect antifeedant activities of the synthesized isoxazoles have been evaluated using a variety of bacterial and fungal species, DPPH radical scavenging and castor-leaf disc bioassay of 4th instar larvae Achoea Janata L methods.

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44

Poutiainen, Pekka K., Jorma J. Palvimo, Ari E. Hinkkanen, et al. "Discovery of 5-Benzyl-3-phenyl-4,5-dihydroisoxazoles and 5-Benzyl-3-phenyl-1,4,2-dioxazoles as Potent Firefly Luciferase Inhibitors." Journal of Medicinal Chemistry 56, no. 3 (2013): 1064–73. http://dx.doi.org/10.1021/jm301516q.

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45

Donati, Donato, Stefania Fusi, Fabio Ponticelli, Riccardo Rossi Paccani та Mauro F. A. Adamo. "Photoreaction of some 5-alkylidene-2,5-dihydroisoxazoles: facile construction of novel unclassical β-lactam containing heterocycles". Tetrahedron 63, № 7 (2007): 1583–88. http://dx.doi.org/10.1016/j.tet.2006.12.009.

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46

Benadikova, Daniela, Julia Curillova, Tomas Lacek, et al. "ChemInform Abstract: 4,5-Unsubstituted 2,3-Dihydroisoxazoles in the Synthesis of Racemic 4-Substituted Isoxazolidine-5-carbonitriles." ChemInform 46, no. 3 (2014): no. http://dx.doi.org/10.1002/chin.201503140.

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47

Dürüst, Yaşar, Cevher Altuğ, Marcel Kaiser, Frank R. Fronczek, and Deniz Tasdemir. "Synthesis, crystal structure, and in vitro antiprotozoal activity of some 5-phenyl(methyl)sulfonyl-substituted dihydroisoxazoles." Monatshefte für Chemie - Chemical Monthly 144, no. 5 (2013): 707–16. http://dx.doi.org/10.1007/s00706-012-0866-6.

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48

Prager, Rolf H., Jason A. Smith, Ben Weber, and Craig M. Williams. "Chemistry of 5-oxodihydroisoxazoles. Part 18.1 Synthesis of oxazoles by the photolysis and pyrolysis of 2-acyl-5-oxo-2,5-dihydroisoxazoles." Journal of the Chemical Society, Perkin Transactions 1, no. 17 (1997): 2665–72. http://dx.doi.org/10.1039/a700134g.

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49

Friebolin, Wolfgang, and Wolfgang Eberbach. "Ring transformations of 2,3-dihydroisoxazoles via azomethine ylides—formation of annulated 5- and 7-membered N-heterocycles." Tetrahedron 57, no. 20 (2001): 4349–58. http://dx.doi.org/10.1016/s0040-4020(01)00322-2.

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50

Dueruest, Yasar, Cevher Altug, Marcel Kaiser, Frank R. Fronczek, and Deniz Tasdemir. "ChemInform Abstract: Synthesis, Crystal Structure, and in vitro Antiprotozoal Activity of Some 5-Phenyl(methyl)sulfonyl-substituted Dihydroisoxazoles." ChemInform 44, no. 32 (2013): no. http://dx.doi.org/10.1002/chin.201332145.

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