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Journal articles on the topic 'Isoxazoline derive'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Bartolotta, Roberta, Concetta La Rosa, and Donatella Nava. "New Strategy of Synthesis of Peramivir Analogues as Potential Neuraminidase Inhibitors." Synthesis 52, no. 06 (2019): 933–41. http://dx.doi.org/10.1055/s-0039-1690039.

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Highly functionalised potential neuraminidase (NA) inhibitors, analogues of peramivir, were synthesised via a new and versatile method starting from a stereoselective 1,3-dipolar cycloaddition reaction between the nitrile oxide derived from 2-ethylbutanal and the commercially available and inexpensive cyclopentadiene and 1,3-cyclohexadiene, which afforded the isoxazolino-cyclopentene or cyclohexene intermediates, respectively. The subsequent reaction of the C=C bond in different conditions allowed the functionalisation of the five (or six) membered carbon nucleus. Further functionalised deriva

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2

Ciura, Krzesimir, Joanna Fedorowicz, Hanna Kapica, Monika Pastewska, Wiesław Sawicki, and Jarosław Sączewski. "Interaction between Antifungal Isoxazolo[3,4-b]Pyridin 3(1H)-One Derivatives and Human Serum Proteins Analyzed with Biomimetic Chromatography and QSAR Approach." Processes 9, no. 3 (2021): 512. http://dx.doi.org/10.3390/pr9030512.

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The development of effective, nontoxic antifungal agents is one of the most important challenges for medicinal chemistry. A series of isoxazolo [3,4-b]pyridine-3(1H)-one derivatives previously synthesized in our laboratory demonstrated promising antifungal properties. The main goal of this study was to investigate their retention behavior in a human serum proteins-high-performance liquid chromatography (HSA-HPLC) system and explore the molecular mechanism of HSA-isoxazolone interactions using a quantitative structure–retention relationship (QSRR) approach. In order to realize this goal, multip

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3

Khlebnikov, Alexander F., Mikhail S. Novikov, Yelizaveta G. Gorbunova, et al. "Isoxazolium N-ylides and 1-oxa-5-azahexa-1,3,5-trienes on the way from isoxazoles to 2H-1,3-oxazines." Beilstein Journal of Organic Chemistry 10 (August 14, 2014): 1896–905. http://dx.doi.org/10.3762/bjoc.10.197.

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Theoretical and experimental studies of the reaction of isoxazoles with diazo compounds show that the formation of 2H-1,3-oxazines proceeds via the formation of (3Z)-1-oxa-5-azahexa-1,3,5-trienes which undergo a 6π-cyclization. The stationary points corresponding to the probable reaction intermediates, isoxazolium N-ylides, were located by DFT calculations at the B3LYP/6-31G(d) level only for derivatives without a substituent in position 3 of the isoxazole ring. These isoxazolium N-ylides are thermodynamically and kinetically very unstable. According to the calculations and experimental result

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4

Aouadi, Kaïss, Sébastien Vidal, Heithem Abda, and Moncef Mssadek. "Synthesis of Some Isoxazolidine and Isoxazoline Derivatives Using Nitrone-Derived (‒)-Menthone via 1,3-Dipolar Cycloaddition with Alkenes, Alkynes and Cycloalkenes." HETEROCYCLES 92, no. 11 (2016): 1963. http://dx.doi.org/10.3987/com-16-13532.

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5

Liu, Xiujun, Xiang Ma та Yaqing Feng. "Introduction of an isoxazoline unit to the β-position of porphyrin via regioselective 1,3-dipolar cycloaddition reaction". Beilstein Journal of Organic Chemistry 15 (28 червня 2019): 1434–40. http://dx.doi.org/10.3762/bjoc.15.143.

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Isoxazoline-linked porphyrins have been synthesized by a regioselective 1,3-dipolar cycloaddition reaction between vinylporphyrin 2 and nitrile oxides. The steric interaction directed the reaction trajectory, in which only the product with a link between the 5-position of the isoxazoline and the β-position of porphyrin was observed. The isoxazoline-porphyrins 3a,b have been characterized by absorption, emission, 1H NMR and mass spectra. Later, the crystal structure of 3a was obtained and confirmed the basic features of the NMR-derived structure. Furthermore, a pair of enantiomers of 3a present

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6

Liu, Yilin, Jiaxue Liu, Yan-Yun Liu та ін. "Synthesis of spirocyclic Δ4-isoxazolines via [3 + 2] cycloaddition of indanone-derived ketonitrones with alkynes". RSC Advances 11, № 48 (2021): 30415–25. http://dx.doi.org/10.1039/d1ra06063e.

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A [3 + 2] cycloaddition of indanone-derived nitrones with alkynes under mild conditions has been developed. It is a highly efficient and straightforward method for the synthesis of diverse spirocyclicindenyl isoxazolines.

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7

S. AL-Rawi, Muna, Huda A. Hassan, Dheefaf F. Hassan та Ismaeel Y. Majeed. "New Series of Substituted Heterocyclics Derived from α , β – Unsaturated Ketone and Their Cytotoxic Activity Tumor Cell Lines". Oriental Journal of Chemistry 34, № 6 (2018): 2826–31. http://dx.doi.org/10.13005/ojc/340620.

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The aldol condensation of 2-acetylnaphthalene with 9-anthracene carboxaldehyde afforded α, β-unsaturated keton (1) . New heterocyclic compounds containing: cyclohexenone[2], indazole[3], pyrimidinethion [4], thiazolo fused pyrimidine[5], isoxazoline[6], substituted pyrazoline[7]a-d and pyrimidinone[8] rings system were synthesized from α, β-unsaturated keton[1]. Cyclization of [1] with ethylacetoacetate gave the mentioned heterocycle cyclohexanone [2]. The cyclo condensation of [2] with hydrazine gave the new indazole derivative [3]. furthermore, the reation of [1]with thiourea gives thiopyrmi

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8

Jäger, Volker, Wolfgang Frey, Yaser Bathich, et al. "2-Isoxazolinium Salts and 3-Isoxazolines: Exploratory Chemistry and Uses for the Synthesis of Branched Amino Polyols and Amino Acids." Zeitschrift für Naturforschung B 65, no. 7 (2010): 821–32. http://dx.doi.org/10.1515/znb-2010-0708.

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2-Isoxazolines represent a well known class of heterocycles, readily accessible in particular by 1,3-dipolar cycloaddition of nitrile oxides to alkenes. 2-Isoxazolines are easily transformed into 2- isoxazolinium salts by N-methylation, and further into 3-isoxazolines by deprotonation. In contrast to the parent system, less is known concerning the chemistry of the derived classes, and potential applications in synthesis. - 2-Isoxazolinium salts, due to their iminium part, are prone to the attack of nucleophiles, and examples for this, addition of hydride (reduction) and C-nucleophiles like met

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9

Cundy, DJ, and GW Simpson. "The Cycloaddition Reactions of Benzimidazole-2-carbonitrite Oxide With Alkenes." Australian Journal of Chemistry 49, no. 2 (1996): 199. http://dx.doi.org/10.1071/ch9960199.

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Benzimidazole-2-carbonitrile oxide was prepared in situ and reacted with vinyl acetate, acrylonitrile, styrene, phenyl vinyl sulfone and 3,3,3-trifluoropropene to afford 2-(5'-acetoxyisoxazolin-3'-yl)-, 2-[(5'-cyanoisoxazolin-3'-yl)-, 2-(5'-phenylisoxazolin-3'-yl)-, 2-[(5'-phenylsulfonyl)isoxazolin-3'-yl]- and 2-[(5'- ( trifluoromethyl )isoxazolin-3'-yl)]- benzimidazole respectively. 2-(5'-Acetoxyisoxazolin-3'-yl) benzimidazole was converted into 2-(isoxazol-3'-yl) benzimidazole by treatment with triethylamine. The amidoximes derived from unsubstituted and N1-sulfamoyl-substituted 2-cyanobenzi

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10

Mukaijo, Yusuke, Soichi Yokoyama, and Nagatoshi Nishiwaki. "Comparison of Substituting Ability of Nitronate versus Enolate for Direct Substitution of a Nitro Group." Molecules 25, no. 9 (2020): 2048. http://dx.doi.org/10.3390/molecules25092048.

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α-Nitrocinnamate underwent the conjugate addition of an active methylene compound such as nitroacetate, 1,3-dicarbonyl compound, or α-nitroketone, and the following ring closure afforded functionalized heterocyclic frameworks. The reaction of cinnamate with nitroacetate occurs via nucleophilic substitution of a nitro group by the O-attack of the nitronate, which results in isoxazoline N-oxide. This protocol was applicable to 1,3-dicarbonyl compounds to afford dihydrofuran derivatives, including those derived from direct substitution of a nitro group caused by O-attack of enolate. It was found

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11

Tangara, Salia, Alice Kanazawa, Martine Fayolle, et al. "Short synthesis, X-ray and conformational analysis of a cyclic peracetylated l-sorbose-derived nitrone, a useful intermediate towards N–O-containing d-gluco-iminosugars." New Journal of Chemistry 42, no. 20 (2018): 16735–43. http://dx.doi.org/10.1039/c8nj03868f.

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12

Becker, Tobias, Jacques Pasteels, Christiane Weigel, Hans-Martin Dahse, Kerstin Voigt, and Wilhelm Boland. "A tale of four kingdoms – isoxazolin-5-one- and 3-nitropropanoic acid-derived natural products." Natural Product Reports 34, no. 4 (2017): 343–60. http://dx.doi.org/10.1039/c6np00122j.

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13

Watson, AA, DA House, and PJ Steel. "Chiral Heterocyclic Ligands. VIII. Syntheses and Complexes of New Chelating Ligands Derived From Camphor." Australian Journal of Chemistry 48, no. 9 (1995): 1549. http://dx.doi.org/10.1071/ch9951549.

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The syntheses of 23 new chelating ligands are described. Most of these ligands are derived from the chiral pyrazole (1) which has been linked to a variety of heterocycles , namely pyridine, pyrimidine, pyridazine, isoxazole , benzimidazole, thiophen and furan. In certain cases the parent achiral analogues have also been prepared. Preliminary studies of the coordination chemistry of these ligands with selected transition metals have been carried out. The X-ray crystal structures of palladium complexes of isoxazole- and thiophen-containing ligands have also been determined.

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14

Vaidya, Vipraja V., Karuna S. Wankhede, Manikrao M. Salunkhe, and Girish K. Trivedi. "Synthesis of isoxazole conjugates of sugars via 1,3-dipolar cycloaddition." Canadian Journal of Chemistry 86, no. 2 (2008): 138–41. http://dx.doi.org/10.1139/v07-145.

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Isoxazole conjugates of sugar have been synthesized by the aid of 1,3-dipolar cycloaddition in a click chemistry approach. The sugar-derived propargyl ethers underwent 1,3-dipolar cycloadditions smoothly with in situ generated nitrile oxides from aromatic oximes in good yields. The reaction exhibited a high degree of regioselectivity.Key words: isoxazole conjugates, 1,3-dipolar cycloadditions, nitrile oxides.

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15

Benke, Zsanett, Melinda Nonn, Márton Kardos, Santos Fustero, and Loránd Kiss. "Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers." Beilstein Journal of Organic Chemistry 14 (October 24, 2018): 2698–707. http://dx.doi.org/10.3762/bjoc.14.247.

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Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds.

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16

Chakraborty, Bhaskar, Amalesh Samanta, Chiran Devi Sharma, and Nasima Khatun. "ChemInform Abstract: Synthesis of Some Novel Class of Isoxazoline and Isoxazolidine Derivatives in Ionic Liquid via 1,3-Dipolar Cycloaddition Reaction of Dihydropyran Derived Nitrones and Their Antimicrobial Activities." ChemInform 45, no. 26 (2014): no. http://dx.doi.org/10.1002/chin.201426135.

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17

Tilvi, Supriya, and Keisham S. Singh. "Synthesis of Oxazole, Oxazoline and Isoxazoline Derived Marine Natural Products: A Review." Current Organic Chemistry 20, no. 8 (2016): 898–929. http://dx.doi.org/10.2174/1385272819666150804000046.

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18

Gima, Shinya, Keigo Shiga, Masahiro Terada, and Itaru Nakamura. "Gold-Catalyzed Cyclization/Intermolecular Methylene Transfer Sequence of O-Propargylic Oximes Derived from Glyoxylates." Synlett 30, no. 04 (2018): 393–96. http://dx.doi.org/10.1055/s-0037-1611640.

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We successfully extended our gold-catalyzed skeletal rearrangement reaction of O-propargylic oximes through C=N bond cleavage to include substrates having an ester group on the oxime moiety, affording the corresponding 2-isoxazolines having an alkoxycarbonylmethylene group at the 4-position in good to high yields. Our mechanistic studies indicated that the transfer of the alkoxycarbonylmethylene group proceeded in an intermolecular manner, confirming that the reaction proceeds through cyclization followed by intermolecular transfer of the alkoxycarbonylmethylene group.

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19

Lahouar, Ghada, Amira Bahy, Ridha Touati, and Bechir Ben hassine. "Synthesis of new optically pure isoxazolines via 1,3-dipolar cycloaddition of nitrile oxides with allyl esters derived from eugenol." JOURNAL OF ADVANCES IN CHEMISTRY 12, no. 4 (2016): 4333–37. http://dx.doi.org/10.24297/jac.v12i4.2173.

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1,3-dipolar cycloaddition of arylnitrile oxides with allyl ester prepared from eugenol afforded new chiral isoxazolines in good yields. The chemical structure of this compounds was characterized by 1H NMR,13C NMR, 2D NMR and TOF-MS analysis. All the cycloadducts were obtained through a regiospecific and stereospecific pathway and all cases, only one isomer was isolated, as established by unambiguous NMR analysis

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20

Piotrowska, Dorota G., Iwona E. Głowacka, Dominique Schols, Robert Snoeck, Graciela Andrei та Joanna Gotkowska. "Novel Isoxazolidine and γ-Lactam Analogues of Homonucleosides". Molecules 24, № 22 (2019): 4014. http://dx.doi.org/10.3390/molecules24224014.

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Homonucleoside analogues cis-16 and trans-17 having a (5-methoxycarbonyl)isoxazolidine framework were synthesized via the 1,3-dipolar cycloaddition of nucleobase-derived nitrones with methyl acrylate. Hydrogenolysis of the isoxazolidines containing thymine, dihydrouracil, theophylline and adenine moieties efficiently led to the formation of the respective γ-lactam analogues. γ-Lactam analogues having 5-bromouracil and 5-chlorouracil fragments were synthesized by treatment of uracil-containing γ-lactams with NBS and NCS. Isoxazolidine and γ-lactam analogues of homonucleosides obtained herein we

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21

Soucy, Chantal, Jean-Éric Lacoste, and Livain Breau. "Synthesis of 2-isoxazolines from olefins derived from norephedrine and pulegone." Tetrahedron Letters 39, no. 50 (1998): 9117–20. http://dx.doi.org/10.1016/s0040-4039(98)02060-7.

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22

Baradarani, M., RH Prager, and K. Schafer. "The Chemistry of 5-Oxodihydroisoxazoles. XV. Reaction of Derived Ketenimines With Enamines and Enolates." Australian Journal of Chemistry 49, no. 8 (1996): 911. http://dx.doi.org/10.1071/ch9960911.

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Reaction of 2-heterocyclisoxazol-5(2H)-ones with bases leads to the formation of ketenimines, which react with nucleophiles in competition with intramolecular reactions. Such reactions in the presence of enamines, enamine anions or enolates are reported. Enamines undergo addition through carbon and nitrogen to the ketenimine in competition with direct addition-elimination to the isoxazolone. Enolates of imines or ketones add to the ketenimine to give a mixture of products: only the reaction with the enolate of cyclohexanone is sufficiently specific to provide a useful new synthetic procedure.

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23

Griesbeck, Axel G., Marco Franke, Jörg Neudörfl, and Hidehiro Kotaka. "Photocycloaddition of aromatic and aliphatic aldehydes to isoxazoles: Cycloaddition reactivity and stability studies." Beilstein Journal of Organic Chemistry 7 (January 26, 2011): 127–34. http://dx.doi.org/10.3762/bjoc.7.18.

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The first photocycloadditions of aromatic and aliphatic aldehydes to methylated isoxazoles are reported. The reactions lead solely to the exo-adducts with high regio- and diastereoselectivities. Ring methylation of the isoxazole substrates is crucial for high conversions and product stability. The 6-arylated bicyclic oxetanes 9a–9c were characterized by X-ray structure analyses and showed the highest thermal stabilities. All oxetanes formed from isoxazoles were highly acid-sensitive and also thermally unstable. Cleavage to the original substrates is dominant and the isoxazole derived oxetanes

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24

Zhang, Tao, Mengya Dong, Jianjiang Zhao, Xiaofang Zhang, and Xiangdong Mei. "Synthesis and antifungal activity of novel pyrazolines and isoxazolines derived from cuminaldehyde." Journal of Pesticide Science 44, no. 3 (2019): 181–85. http://dx.doi.org/10.1584/jpestics.d19-028.

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25

Maji, Ankur, Anshu Singh, Aurobinda Mohanty, Pradip K. Maji, and Kaushik Ghosh. "Ferrocenyl palladacycles derived from unsymmetrical pincer-type ligands: evidence of Pd(0) nanoparticle generation during the Suzuki–Miyaura reaction and applications in the direct arylation of thiazoles and isoxazoles." Dalton Transactions 48, no. 45 (2019): 17083–96. http://dx.doi.org/10.1039/c9dt03465j.

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Design palladium complexes Pd1 and Pd2 derived from unsymmetrical pincer-type ligands were employed as catalysts for Suzuki Miyaura cross-coupling reaction and direct arylation of Csp<sup>2</sup>–H functionalization of thiazole and isoxazole dervatives.

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26

Thoms, Carsten, Rainer Ebel, Ute Hentsche, and Peter Proksch. "Sequestration of Dietary Alkaloids by the Spongivorous Marine Mollusc Tylodina perversa." Zeitschrift für Naturforschung C 58, no. 5-6 (2003): 426–32. http://dx.doi.org/10.1515/znc-2003-5-623.

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Abstract Specimens of the spongivorous Mediterranean opisthobranch Tylodina perversa that had been collected while feeding on Aplysina aerophoba were shown to sequester the brominated isoxazoline alkaloids of their prey. Alkaloids were stored in the hepatopancreas, mantle tissues, and egg masses in an organ-specific manner. Surprisingly, the known sponge alkaloid aerothionin which is found only in A. cavernicola but not in A. aerophoba was also among the metabolites identified in wild caught specimens of T. perversa as well as in opisthobranchs with a documented feeding history on A. aerophoba

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27

Ang, KH, RH Prager, and CM Williams. "The Chemistry of 5-Oxodihydroisoxazoles. XII. Trapping of Derived Ketenimines With Lithium Amides and Alkyllithiums." Australian Journal of Chemistry 48, no. 1 (1995): 55. http://dx.doi.org/10.1071/ch9950055.

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Isoxazolones unsubstituted at C3 react with lithium amides or alkyllithiums to give ketenimines . The presence of an ethoxycarbonyl group at C4 allows capture of this species by addition of a second equivalent of the lithiated species to give enolates which can be alkylated in situ. The presence of a phenyl group at C4 gives a ketenimine which reacts intramolecularly in the presence of lithium amides, whereas alkyllithiums undergo addition in synthetically useful processes.

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28

Nakamura, Itaru, Keigo Shiga, Mao Suzuki, and Masahiro Terada. "Efficient Synthesis of O-tert-Propargylic Oximes via Nicholas Reaction." Synthesis 52, no. 22 (2020): 3461–65. http://dx.doi.org/10.1055/s-0040-1707191.

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A synthetic protocol to access O-tert-propargylic oximes derived from tertiary propargylic alcohols was established via Nicholas reaction. Thus, BF3·OEt2-mediated reaction between the dicobalt hexacarbonyl complex of tert-propargylic alcohols and p-nitrobenzaldoxime followed by decomplexation with cerium(IV) ammonium nitrate afforded the corresponding O-tert-propargylic oximes in good to high yields. The obtained O-tert-propargylic oximes were effectively converted into heterocycles, such as four-membered cyclic nitrones, oxazepines, and isoxazolines, by using π-Lewis acidic catalysts.

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29

Soucy, Chantal, Jean-Eric Lacoste, and Livain Breau. "ChemInform Abstract: Synthesis of 2-Isoxazolines from Olefins Derived from Norephedrine and Pulegone." ChemInform 30, no. 10 (2010): no. http://dx.doi.org/10.1002/chin.199910134.

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30

Sączewski, Jarosław, Joanna Fedorowicz, Paulina Wiśniewska, and Maria Gdaniec. "Theoretical and Experimental Insights into the Tandem Mannich—Electrophilic Amination Reaction: Synthesis of Safirinium Dyes." Applied Sciences 11, no. 12 (2021): 5498. http://dx.doi.org/10.3390/app11125498.

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Isoxazolo[3,4-b]pyridin-3(1H)-ones are ‘spring-loaded’ compounds that quantitatively react with iminium salts derived from formaldehyde and secondary amines to yield fluorescent Safirinium dyes. The mechanism and energetics of the above tandem Mannich–electrophilic amination reaction have been investigated experimentally and using theoretical methods. The hybrid B3LYP functional with GD3 empirical dispersion and range-separated hybrid functional ωB97XD, both combined with a PCM model, were applied to acquire the energetic profiles of the studied reaction with respect to the structure of second

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31

Sato, Kazuyuki, Akira Kawasaki, Yukiko Karuo, Atsushi Tarui, Kentaro Kawai, and Masaaki Omote. "Synthesis of new fluorescent molecules having an aggregation-induced emission property derived from 4-fluoroisoxazoles." Beilstein Journal of Organic Chemistry 16 (June 22, 2020): 1411–17. http://dx.doi.org/10.3762/bjoc.16.117.

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Fluorescent molecules based on a fluorinated isoxazole scaffold were synthesized and investigated for their photochemical properties. The introduction of a fluorine substituent into 3,5-diarylisoxazoles led to an increase of fluorescence intensity and exhibited a redshift in the emission intensity. α-Fluorinated boron ketoiminates (F-BKIs) were also synthesized via a ring-opening reaction of 4-fluoroisoxazoles and exhibited highly fluorescent luminescence and aggregation-induced emission (AIE), showing promise as a new fluorophore.

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32

Aarjane, Mohammed, Siham Slassi, Adib Ghaleb, and Amina Amine. "Synthesis, spectroscopic characterization (FT-IR, NMR) and DFT computational studies of new isoxazoline derived from acridone." Journal of Molecular Structure 1231 (May 2021): 129921. http://dx.doi.org/10.1016/j.molstruc.2021.129921.

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33

Santos, Daniela Rubia dos, Ana Gabriela Silva de Oliveira, Rafael Levi Coelho, Iêda Maria Begnini, Rachel Faverzani Magnago, and Luciano da Silva. "Synthesis of liquid crystals derived from oxadiazole, isoxazole and tetrazole heterocycles." Arkivoc 2008, no. 17 (2009): 157–66. http://dx.doi.org/10.3998/ark.5550190.0009.h14.

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34

Johansson, Niklas G., Ainoleena Turku, Keni Vidilaseris, et al. "Discovery of Membrane-Bound Pyrophosphatase Inhibitors Derived from an Isoxazole Fragment." ACS Medicinal Chemistry Letters 11, no. 4 (2020): 605–10. http://dx.doi.org/10.1021/acsmedchemlett.9b00537.

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35

El-Gendy, Adel A., and Aly M. Ahmedy. "Synthesis and antimicrobial activity of some new 2-indolinone derived oximes and spiro-isoxazolines." Archives of Pharmacal Research 23, no. 4 (2000): 310–14. http://dx.doi.org/10.1007/bf02975439.

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36

Cordero, Franca, Bhushan Khairnar, Anna Ranzenigo, and Alberto Brandi. "Cycloaddition of Benzyne with Alkoxy-Substituted Pyrroline-N-oxides: Unexpected Rearrangement to an N-Phenylpyrrole." SynOpen 02, no. 01 (2018): 0025–29. http://dx.doi.org/10.1055/s-0037-1609082.

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Reaction of enantiopure 3,4-dialkoxy-pyrroline N-oxides with benzyne affords the expected tetrahydrobenzo[d]pyrrolo[1,2-b]isoxazoles along with an unexpected 2,3-disubstitued-N-phenyl-pyrrole derived from an unprecedented rearrangement of the adduct of nitrone with two molecules of benzyne. A mechanism for the unusual rearrangement is proposed. The benzo[d]isoxazolidine derivatives are conveniently converted into 2-(2-hydroxyphenyl)-3,4-dialkoxypyrrolidines by reductive opening of the N–O bond.

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37

Rodrigues, Fiona C., N. V. Anil Kumar, Gangadhar Hari, K. S. R. Pai, and Goutam Thakur. "The inhibitory potency of isoxazole-curcumin analogue for the management of breast cancer: A comparative in vitro and molecular modeling investigation." Chemical Papers 75, no. 11 (2021): 5995–6008. http://dx.doi.org/10.1007/s11696-021-01775-9.

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AbstractCurcumin, a potent phytochemical derived from the spice element turmeric, has been identified as a herbal remedy decades ago and has displayed promise in the field of medicinal chemistry. However, multiple traits associated with curcumin, such as poor bioavailability and instability, limit its effectiveness to be accepted as a lead drug-like entity. Different reactive sites in its chemical structure have been identified to incorporate modifications as attempts to improving its efficacy. The diketo group present in the center of the structural scaffold has been touted as the group respo

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38

Shaik, Afzal, Richie R. Bhandare, Kishor Palleapati, Srinath Nissankararao, Venkata Kancharlapalli, and Shahanaaz Shaik. "Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives." Molecules 25, no. 5 (2020): 1047. http://dx.doi.org/10.3390/molecules25051047.

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Our previous work identified isoxazole-based chalcones and their dihydropyrazole derivatives as two important five-membered heterocycles having antitubercular activity. Hence, in the present study, we biologically evaluated 30 compounds, including 15 isoxazole ring-containing chalcones (17–31) and 15 dihydropyrazoles (32–46) derived from these chalcones for their antimicrobial, antioxidant, and anticancer activities. Chalcones exhibited superior antibacterial and antioxidant activities compared to dihydropyrazoles. Among the chalcones, compound 28 showed potent antibacterial (MIC = 1 µg/mL) an

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39

Goyard, David, Bálint Kónya, Aikaterini S. Chajistamatiou, et al. "Glucose-derived spiro-isoxazolines are anti-hyperglycemic agents against type 2 diabetes through glycogen phosphorylase inhibition." European Journal of Medicinal Chemistry 108 (January 2016): 444–54. http://dx.doi.org/10.1016/j.ejmech.2015.12.004.

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Chalyk, Bohdan A., Alona S. Sosedko, Dmitriy M. Volochnyuk, et al. "Regioselective synthesis of isoxazole and 1,2,4-oxadiazole-derived phosphonates via [3 + 2] cycloaddition." Organic & Biomolecular Chemistry 16, no. 47 (2018): 9152–64. http://dx.doi.org/10.1039/c8ob02257g.

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Zaki, Mohamed, Abdelouahd Oukhrib, Mohammed Loubidi та ін. "Synthesis of Spiro-Isoxazolidine Derivatives of Methyl α-Isocostate". Natural Products Journal 9, № 4 (2019): 262–67. http://dx.doi.org/10.2174/2210315508666180910124812.

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Background: In recent decades, natural products are an important source of chemotherapeutics as more than half of the effective cancer drugs can be traced to natural origins. Objective: Moreover, the modification of natural products is one of the most common and fruitful approaches to obtain novel therapeutic agents in medicinal chemistry. Method: Continuing with a research project based on the support of Moroccan plant resources. we report herein the use of α-isocostic acid extracted in enantiomerically pure form from Dittrichia viscosa as a convenient starting material for the synthesis of n

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Ganga, V. B., E. Suresh, and R. Luxmi Varma. "Novel 1,3-dipolar cycloaddition reactions of calix[4]bis(spirodienones): synthesis of isoxazolidine derived macrocycles." Tetrahedron Letters 49, no. 11 (2008): 1750–52. http://dx.doi.org/10.1016/j.tetlet.2008.01.082.

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Abdelmohsen, Shawkat A., and Talaat I. El Emary. "SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF NOVEL PYRAZOLO[3,4-b]PYRIDINES AND THEIR SPIRO-HETEROCYCLIC DERIVATIVES." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 7 (2014): 2901–15. http://dx.doi.org/10.24297/jac.v10i7.6802.

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The present work describes the synthesis of a novel series of heterocyclic moieties derived from 5-acetylpyrazolo[3,4-b]pyridine (1). The formation of chalcones (2a-d) was utilized to synthesize pyrazoline, isoxazoline and pyrimidine derivatives (3-10). Thiosemicarbazone and semicarbazone (11, 17) were utilized to synthesize other new triazolethiones, thiadiazole and selenadiazole derivatives (11-19). Some new spiro derivatives (22-25) were synthesized by the reaction of chalcone (21) of 1 and isatine with hydrazines, hydroxyl amines and thiourea. Also, The reaction of 1 with cyanoacetyl hydra

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Nurjanah, Nurjanah, and Endang Saepudin. "Synthesis, Characterization, and Antibacterial Evaluation of Curcumin-Sulfanilamide Compound." Key Engineering Materials 840 (April 2020): 265–69. http://dx.doi.org/10.4028/www.scientific.net/kem.840.265.

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Curcumin, a diarylheptanoids compound which isolated primary from Curcuma longa, exhibits a variety of exciting biological activities, including as an antibacterial agent. In the present study, a sulfanilamide-contained curcumin compound was synthesized and characterized to investigate the antibacterial activity against gram-positive bacteria S. aureus, B. subtilis and gram-negative bacteria E. coli. The characterization of the synthesized compound was determined by analysing peak absorbance, functional group, and molecular weight using mass spectroscopy, UV/Vis and FTIR spectrophotometry. Cur

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Abdel-Rahman, Adel A. H., Ahmed E. S. Abdel-Megied, Mohamed A. M. Hawata, Eman R. Kasem, and Mohamed T. Shabaan. "Synthesis and Antimicrobial Evaluation of Some Chalcones and Their Derived Pyrazoles, Pyrazolines, Isoxazolines, and 5,6-Dihydropyrimidine-2-(1H)-thiones." Monatshefte für Chemie - Chemical Monthly 138, no. 9 (2007): 889–97. http://dx.doi.org/10.1007/s00706-007-0700-8.

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Matilda, J. Jani, and T. F. Abbs Fen Reji. "Molecular Structural and Vibrational Spectroscopic Assignments of n5-(4-Methoxyphenyl)-3-(1-methylindol-3-yl)-isoxazole using DFT Theory Calculations." Asian Journal of Organic & Medicinal Chemistry 4, no. 3 (2019): 147–51. http://dx.doi.org/10.14233/ajomc.2019.ajomc-p186.

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In an effort to evaluate and design fast, accurate density functional theory (DFT) methods for 5-(4- methoxyphenyl)-3-(1-methylindol-3yl)isoxazole compound was done using Gaussion’ 09 program package using B3LYP method with the 6-31G basis set, which has been successfully applied in order to derive the optimized geometry, bonding features, harmonic vibrational wave numbers, NBO analysis and Mulliken population analysis on atomic charges in the ground state. Optimized geometries of the molecule have been described and collate with the experimental values. The experimental atomic charges demonst

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Maiti, Samarendra, Vladimir Khlebnikov, J. Prasad, Frederick Boyer, and Mike Stier. "Synthesis of Pyrazole, Isoxazole, and Aminopyrimidine Ring-Fused Benzothiocycloheptane-Derived Oxazolidinones and Their Corresponding Sulfone Derivatives." Synthesis 2007, no. 24 (2007): 3858–62. http://dx.doi.org/10.1055/s-2007-990890.

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Dikusar, E. A., R. A. Gadzhily, V. I. Potkin, et al. "Synthesis of functionally substituted isoxazole-containing benzaldehydes of the vanillin series and Schiff bases derived therefrom." Russian Journal of Organic Chemistry 49, no. 10 (2013): 1517–22. http://dx.doi.org/10.1134/s1070428013100199.

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Ashton, Wallace T., Rosemary M. Sisco, Hong Dong та ін. "Dipeptidyl peptidase IV inhibitors derived from β-aminoacylpiperidines bearing a fused thiazole, oxazole, isoxazole, or pyrazole". Bioorganic & Medicinal Chemistry Letters 15, № 9 (2005): 2253–58. http://dx.doi.org/10.1016/j.bmcl.2005.03.012.

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Yuan, Chengye, та Chaozhong Li. "Studies on organophosphorus compounds 80. Stereoselective synthesis of fused carbocyclic and isoxazoline rings via intramolecular cycloaddition of nitrile oxides derived from α-nitroalkenes". Tetrahedron Letters 34, № 37 (1993): 5959–62. http://dx.doi.org/10.1016/s0040-4039(00)73826-3.

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