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Relevant bibliographies by topics / 1,2,4-Oxadiazoles

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Journal articles

Academic literature on the topic '1,2,4-Oxadiazoles'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 February 2022

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Journal articles on the topic "1,2,4-Oxadiazoles"

1

Puzanov, Andrey I., Dmitry S. Ryabukhin, Anna S. Zalivatskaya, et al. "Synthesis of 5-arylacetylenyl-1,2,4-oxadiazoles and their transformations under superelectrophilic activation conditions." Beilstein Journal of Organic Chemistry 17 (September 15, 2021): 2417–24. http://dx.doi.org/10.3762/bjoc.17.158.

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Acetylene derivatives of 1,2,4-oxadiazoles, i.e., 5-(2-arylethynyl)-3-aryl-1,2,4-oxadiazoles, have been obtained, for the first time reported, from 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles by their bromination at the carbon–carbon double bond followed by di-dehydrobromination with NaNH2 in liquid NH3. The reaction of the acetylenyl-1,2,4-oxadiazoles with arenes in neat triflic acid TfOH (CF3SO3H) at room temperature for 1 h resulted in the formation of E/Z-5-(2,2-diarylethenyl)-3-aryl-1,2,4-oxadiazoles as products of regioselective hydroarylation of the acetylene bond. The addition of TfOH t

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2

Ölmez, Nevin Arıkan, and Faryal Waseer. "New Potential Biologically Active Compounds: Synthesis and Characterization of Urea and Thiourea Derivativpes Bearing 1,2,4-oxadiazole Ring." Current Organic Synthesis 17, no. 7 (2020): 525–34. http://dx.doi.org/10.2174/1570179417666200417112106.

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Background: Urea, thiourea, and 1,2,4-oxadiazole compounds are of great interest due to their different activities such as anti-inflammatory, antiviral, analgesic, fungicidal, herbicidal, diuretic, antihelminthic and antitumor along with antimicrobial activities. Objective: In this work, we provide a new series of potential biologically active compounds containing both 1,2,4-oxadiazole and urea/thiouprea moiety. Materials and Methods: Firstly, 5-chloromethyl-3-aryl-1,2,4-oxadiazoles (3a-j) were synthesized from the reaction of different substituted amidoximes (2a-j) and chloroacetyl chloride i

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3

Zalivatskaya, Anna S., Dmitry S. Ryabukhin, Marina V. Tarasenko, et al. "Metal-free hydroarylation of the side chain carbon–carbon double bond of 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles in triflic acid." Beilstein Journal of Organic Chemistry 13 (May 11, 2017): 883–94. http://dx.doi.org/10.3762/bjoc.13.89.

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The metal-free reaction of 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles with arenes in neat triflic acid (TfOH, CF3SO3H), both under thermal and microwave conditions, leads to 5-(2,2-diarylethyl)-3-aryl-1,2,4-oxadiazoles. The products are formed through the regioselective hydroarylation of the side chain carbon–carbon double bond of the starting oxadiazoles in yields up to 97%. According to NMR data and DFT calculations, N4,C-diprotonated forms of oxadiazoles are the electrophilic intermediates in this reaction.

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4

Srivastava, Rajendra M. "Mass spectrometric analysis of 1,2,4-Oxadiazoles and 4,5-Dihydro-1,2,4-Oxadiazoles." Mass Spectrometry Reviews 24, no. 3 (2005): 328–46. http://dx.doi.org/10.1002/mas.20017.

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5

Torgova, S. I., T. A. Geivandova, O. Francescangeli, and A. Strigazzi. "Banana-shaped 1,2,4-oxadiazoles." Pramana 61, no. 2 (2003): 239–48. http://dx.doi.org/10.1007/bf02708306.

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6

MOURA, A. L., J. F. SILVA, J. J. R. DE FREITAS, J. C. R. FREITAS, and J. R. DE FREITAS FILHO. "EXPERIENCING A SYNTHESIS ONE-POT OF 1,2,4-OXADIAZOLE MEDIATED BY MICROWAVE OVEN: GREEN CHEMISTRY IN FOCUS." Periódico Tchê Química 16, no. 32 (2019): 820–32. http://dx.doi.org/10.52571/ptq.v16.n32.2019.838_periodico32_pgs_820_832.pdf.

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1,2,4-oxadiazoles are compounds that have attracted the attention of many researchers due to their wide range of biological activities, for example, anti-inflammatory, antimicrobial, antitumor etc. The syntheses are based mostly on the use of amidoximes and acylating agents as the initial reactants. This work aims to describe a one-pot reaction for the synthesis of 1,2,4-oxadiazols, mediated by microwave irradiation, employing home-use microwave oven, in the discipline of heterocyclic Chemistry in the postgraduate. The methodology consisted of the reaction of nitriles, hydroxylamine hydrochlor

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7

Vinaya, Kambappa, Ganganahalli K. Chandrashekara, and Prasanna D. Shivaramu. "One-pot synthesis of 3,5-diaryl substituted-1,2,4-oxadiazoles using gem-dibromomethylarenes." Canadian Journal of Chemistry 97, no. 9 (2019): 690–96. http://dx.doi.org/10.1139/cjc-2018-0333.

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1,2,4-Oxadiazole is one of the most promising heterocyclic ring systems in medicinal chemistry. In the present paper, we report the method for an efficient one-pot synthesis of 3,5-diaryl substituted 1,2,4-oxadiazoles using a two-component reaction of gem-dibromomethylarenes with amidoximes in good yields. In this method, gem-dibromomethylarenes are used as benzoic acid equivalents for the efficient synthesis of aryl-substituted 1,2,4-oxadiazoles. It is anticipated that this methodology will have versatile applications in the practical syntheses of various molecules of both medicinal and mater

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8

Capretz-Agy, André, Fábio S. Fernandes, Manoel T. Rodrigues, Caroline Conti, and Fernando Coelho. "Aza-Morita–Baylis–Hillman Reaction with Vinyl-oxadiazoles: An Expeditious Approach to Access New Heterocyclic Arrangements." Synlett 31, no. 06 (2019): 622–26. http://dx.doi.org/10.1055/s-0039-1691497.

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In this communication, we disclosed a new aza-MBH reaction in which traditional nucleophilic partners of these reactions (e.g., acrylates, nitroolefins or enones) were replaced by vinyl-1,2,4-oxadiazoles. Thus, the aza-MBH reaction between 5-aryl-3-vinyl-1,2,4-oxadiazoles and N-sulfonylimines, catalyzed by the mixture DABCO/AcOH, provides a class of new adduct in yields varying from 31% up to 93% in reaction times from 30 minutes to 24 hours. Due to the biological activities and technological applications associated with the 1,2,4-oxadiazole motifs, this new class of heterocycles offers great

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9

Heimann, Dominik, Corinna Lueg, Henk de Vries, et al. "Bioisosteric replacement of central 1,2,4-oxadiazole ring of high affinity CB2 ligands by regioisomeric 1,3,4-oxadiazole ring." MedChemComm 8, no. 8 (2017): 1697–705. http://dx.doi.org/10.1039/c7md00296c.

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Three pairs of regioisomeric 1,2,4- and 1,3,4-oxadiazoles were synthesized as selective CB<sub>2</sub> ligands. Although the 1,3,4-oxadiazoles should have better physicochemical and pharmacokinetic properties, their CB<sub>2</sub> affinity was reduced.

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10

Herath, Ananda, and Nicholas D. P. Cosford. "Continuous-flow synthesis of highly functionalized imidazo-oxadiazoles facilitated by microfluidic extraction." Beilstein Journal of Organic Chemistry 13 (February 7, 2017): 239–46. http://dx.doi.org/10.3762/bjoc.13.26.

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A versatile continuous-flow synthesis of highly functionalized 1,2,4-oxadiazoles starting from carboxylic acids is reported. This process was applied to the multistep synthesis of imidazo[1,2-a]pyridin-2-yl-1,2,4-oxadiazoles, using a three reactor, multistep continuous-flow system without isolation of intermediates. This continuous-flow method was successfully combined with a single-step liquid–liquid microextraction unit to remove high boiling point polar solvents and impurities and provides the target compounds in high purity with excellent overall yields.

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