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Journal articles on the topic '1,2,4-oxadiazole'

Author: Grafiati

Published: 4 June 2021

Last updated: 10 March 2023

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1

Wang, Wei, Hao Xu, Yuanqing Xu, et al. "Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant." Organic & Biomolecular Chemistry 14, no. 41 (2016): 9814–22. http://dx.doi.org/10.1039/c6ob01794k.

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The one-pot reactions include sequential base-mediated treatment of amidoxime with an aldehyde to form 4,5-dihydro-1,2,4-oxadiazole, and oxidization of the 4,5-dihydro-1,2,4-oxadiazole by another aldehyde to afford 1,2,4-oxadiazole.

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2

Biernacki, Karol, Mateusz Daśko, Olga Ciupak, Konrad Kubiński, Janusz Rachon, and Sebastian Demkowicz. "Novel 1,2,4-Oxadiazole Derivatives in Drug Discovery." Pharmaceuticals 13, no. 6 (2020): 111. http://dx.doi.org/10.3390/ph13060111.

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Five-membered 1,2,4-oxadiazole heterocyclic ring has received considerable attention because of its unique bioisosteric properties and an unusually wide spectrum of biological activities. Thus, it is a perfect framework for the novel drug development. After a century since the 1,2,4-oxadiazole have been discovered, the uncommon potential attracted medicinal chemists’ attention, leading to the discovery of a few presently accessible drugs containing 1,2,4-oxadiazole unit. It is worth noting that the interest in a 1,2,4-oxadiazoles’ biological application has been doubled in the last fifteen yea

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3

Stepanova, Elena V., and Andrei I. Stepanov. "UNUSUAL WAY OF REACTION OF 3-AMINO-4-(5-CHLOROMETHYL-1,2,4-OXADIAZOLE-3-YL)-FURAZAN WITH HYDRAZINE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 4 (2017): 26. http://dx.doi.org/10.6060/tcct.2017604.5522.

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The results of our study of the pathways of selective reactivity of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan versus 5-unsubstituted or 5-methyl and 5-trifluoromethyl substituted 4-(5R-1,2,4-oxadiazole-3-yl)furazans (R = H, Me, CF3) towards the action of hydrazine are discussed. If the reductive opening of 1,2,4-oxadiazole ring in unsubstituted at the С-5 atom (1,2,4-oxadiazol-3-yl)furazan derivatives under the treatment with hydrazine can be used as a method for the preparation of a range of amidrazones of 4-R-furazan-3-carboxylic acid. 3-amino-4-(5-trifluoromethyl-1,2,4-oxadiaz

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4

Cao, Yupeng, Haifeng Huang, Xiangyang Lin, Jun Yang, and Xuedong Gong. "Synthesis and properties of 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) and its energetic salts." New Journal of Chemistry 42, no. 14 (2018): 11390–95. http://dx.doi.org/10.1039/c8nj01683f.

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In order to develop high energy density materials, 5,5′-dinitramino-3,3′-bi(1,2,4-oxadiazole) (3, DNABO), a new heterocyclic energetic compound, was synthesized by the simple nitration of 5,5′-diamino-3,3′-bi(1,2,4-oxadiazole) (2) with 95% fuming nitric acid.

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5

Borg, Susanna, Genevieve Estenne-Bouhtou, Kristina Luthman, Ingeborg Csoeregh, Willy Hesselink, and Uli Hacksell. "Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole-Derived Dipeptidomimetics." Journal of Organic Chemistry 60, no. 10 (1995): 3112–20. http://dx.doi.org/10.1021/jo00115a029.

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6

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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7

Ho, Vien Q. T., Mark K. Rong, Eva Habjan, et al. "Dysregulation of Mycobacterium marinum ESX-5 Secretion by Novel 1,2,4-oxadiazoles." Biomolecules 13, no. 2 (2023): 211. http://dx.doi.org/10.3390/biom13020211.

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The ESX-5 secretion system is essential for the viability and virulence of slow-growing pathogenic mycobacterial species. In this study, we identified a 1,2,4-oxadiazole derivative as a putative effector of the ESX-5 secretion system. We confirmed that this 1,2,4-oxadiazole and several newly synthesized derivatives inhibited the ESX-5-dependent secretion of active lipase LipY by Mycobacterium marinum (M. marinum). Despite reduced lipase activity, we did not observe a defect in LipY secretion itself. Moreover, we found that several other ESX-5 substrates, especially the high molecular-weight PE

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8

Camacho, Cristián M., Marianela G. Pizzio, David L. Roces, et al. "Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids." RSC Advances 11, no. 47 (2021): 29741–51. http://dx.doi.org/10.1039/d1ra05602f.

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9

Sun, Qi, Qiuhan Lin, and Ming Lu. "Nitramino-functionalized tetracyclic oxadiazoles as energetic materials with high performance and high stability: crystal structures and energetic properties." CrystEngComm 20, no. 30 (2018): 4321–28. http://dx.doi.org/10.1039/c8ce00857d.

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10

BORG, S., G. ESTENNE-BOUHTOU, K. LUTHMAN, I. CSOEREGH, W. HESSELINK, and U. HACKSELL. "ChemInform Abstract: Synthesis of 1,2,4-Oxadiazole-, 1,3,4-Oxadiazole-, and 1,2,4-Triazole- Derived Dipeptidomimetics." ChemInform 26, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199539225.

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11

Matveeva, Maria D., Dmitry I. Zhilyaev, Almira R. Miftyakhova, et al. "Synthesis and photophysical properties of novel oxadiazole substituted BODIPY fluorophores." New Journal of Chemistry 46, no. 12 (2022): 5725–29. http://dx.doi.org/10.1039/d1nj05317e.

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12

Wang, Pin-Liang, Si-Shun Kang, Hai-Ling Li, Hai-Su Zeng, and Hai-Bo Wang. "2-Methyl-5-[3-(4-nitrophenyl)-1,2,4-oxadiazol-5-ylmethylenesulfanyl]-1,3,4-thiadiazole." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4236. http://dx.doi.org/10.1107/s1600536807047812.

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The title compound, C12H9N5O3S2, was synthesized via condensation of 1,2,4-oxadiazole chloromethane with 1,3,4-thiadiazolethiol. The benzene and oxadiazole rings are almost coplanar, making a twist angle of only 4.6 (3)°, but the thiadiazole ring deviates from the molecular plane, making a dihedral angle of 87.9 (3)° with the oxadiazole ring.

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13

Bogdan, Andrew R., and Ying Wang. "A high-throughput synthesis of 1,2,4-oxadiazole and 1,2,4-triazole libraries in a continuous flow reactor." RSC Advances 5, no. 97 (2015): 79264–69. http://dx.doi.org/10.1039/c5ra18386c.

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14

Stylianakis, Ioannis, Iraklis Litinas, Antonios Kolocouris та Carlos Silva López. "Formation and Intramolecular Capture of α-Imino Gold Carbenoids in the Au(I)-Catalyzed [3 + 2] Reaction of Anthranils, 1,2,4-Oxadiazoles, and 4,5-Dihydro-1,2,4-Oxadiazoles with Ynamides". Catalysts 12, № 8 (2022): 915. http://dx.doi.org/10.3390/catal12080915.

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α-Imino gold carbenoid species have been recognized as key intermediates in a plethora of processes involving gold-activated alkynes. Here, we explored the pathways of the Au(I)-catalyzed [3 + 2] reaction between the mild nucleophiles: anthranil, 1,2,4-oxadiazole, or 4,5-dihydro-1,2,4-oxadiazole, and an ynamide, PhC≡C-N(Ts)Me, proceeding via the formation of the aforementioned α-imino gold carbene intermediate which, after intramolecular capture, regioselectively produces 2-amino-3-phenyl-7-acyl indoles, N-acyl-5-aminoimidazoles, or N-alkyl-4-aminoimidazoles, respectively. In all cases, the re

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15

Wang, Hai-Bo, Zhi-Qian Liu, and Xiao-Chen Yan. "Methyl 2-{[3-(3-methoxyphenyl)-1,2,4-oxadiazol-5-yl]methoxy}phenylacetate." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (2006): o1839—o1840. http://dx.doi.org/10.1107/s1600536806010014.

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The title compound, C19H18N2O5, was synthesized by the reaction of methyl (2-hydroxyphenyl)acetate and 5-chloromethyl-3-(3-methoxyphenyl)-1,2,4-oxadiazole. The plane of the oxadiazole ring forms a small dihedral angle of 15.2 (2)° with the plane of the benzene ring directly bonded to it, whereas the second benzene ring is approximately orthogonal to the oxadiazole plane, the dihedral angle being 79.1 (2)°.

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16

Xiong, Hualin, Guangbin Cheng, Zaichao Zhang, and Hongwei Yang. "C8N12O10: a promising energetic compound with excellent detonation performance and desirable sensitivity." New Journal of Chemistry 43, no. 20 (2019): 7784–89. http://dx.doi.org/10.1039/c9nj00955h.

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A promising energetic molecule bis(4-nitro-1,2,5-oxadiazole-2-oxid-3-yl)-azo-1,2,4-oxadiazole was synthesized and characterized. It has high density, acceptable thermal stability, high heat of formation, outstanding detonation properties and desirable mechanical properties.

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17

Dar, Bashir Ahmad, Zahed Zaheer, Samreen Fatema, and Mazahar Farooqui. "Cu(OH)x-clay catalyst promoted synthesis of 4,5-dihydro-1,2,4-oxadiazole at room temperature." Green Processing and Synthesis 7, no. 6 (2018): 487–92. http://dx.doi.org/10.1515/gps-2017-0099.

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Abstract An easy and efficient scheme is described and designed for the preparation of 4,5-dihydro-1,2,4-oxadiazole using recyclable Cu(OH)x-clay heterogeneous catalyst at room temperature. The cycloaddition reaction is carried out between imine and oxime using an easy protocol where nitrile oxides are produced in situ from aldoximes and reacted with imines to form 1,2,4-oxadiazolines in good yield and tremendous purity. Cu(OH)x-clay catalyst shows excellent catalytic activity for the formation of 1,2,4-oxadiazole. This technique is practically uncomplicated, inexpensive, and excellent with a

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18

Xiong, Hualin, Hongwei Yang, Caijin Lei, Pengjiu Yang, Wei Hu, and Guangbin Cheng. "Combinations of furoxan and 1,2,4-oxadiazole for the generation of high performance energetic materials." Dalton Transactions 48, no. 39 (2019): 14705–11. http://dx.doi.org/10.1039/c9dt02684c.

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Energetic materials, comprising furoxan and 1,2,4-oxadiazole backbones, were synthesized by nitrating 3,3′-bis(5-amino-1,2,4-oxadiazol-3-yl)-4,4′-azofuroxan, followed by cation metathesis, giving compounds with high density, high detonation performance and acceptable sensitivities.

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19

Guan, Qi, Dongjie Feng, Zhaoshi Bai, et al. "Microwave-assisted synthesis, molecular docking and antiproliferative activity of (3/5-aryl-1,2,4-oxadiazole-5/3-yl)(3,4,5-trimethoxyphenyl)methanone oxime derivatives." MedChemComm 6, no. 8 (2015): 1484–93. http://dx.doi.org/10.1039/c5md00150a.

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20

Wang, Pin-Liang, Hai-Shu Zeng, Si-Shun Kang, Hai-Ling Li, and Hai-Bo Wang. "2-Methyl-5-{3-[4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-ylmethylsulfanyl}-1,3,4-thiadiazole." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4356. http://dx.doi.org/10.1107/s1600536807050313.

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The title compound, C13H12N4O3S3, was synthesized via condensation of 1,2,4-oxadiazole chloromethane with 1,3,4-thiadiazolethiol. There are three rings in the molecule. The benzene and oxadiazole rings are coplanar due to the extended aromatic system. The angle between this plane and the thiadiazole plane is 82.2°.

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21

Nguyen Tien, Cong, Duc Tran Thi Cam, Ha Bui Manh, and Dat Nguyen Dang. "Synthesis and Antibacterial Activity of Some Derivatives of 2-Methylbenzimidazole Containing 1,3,4-Oxadiazole or 1,2,4-Triazole Heterocycle." Journal of Chemistry 2016 (2016): 1–6. http://dx.doi.org/10.1155/2016/1507049.

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5-[(2-Methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol or 5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-1,2,4-triazol-3-thiol which were prepared starting from 2-methylbenzimidazole in the reaction with appropriateN-aryl-2-chloroacetamides afforded two series ofN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-yl}sulfanylacetamides andN-aryl-2-{5-[(2-methyl-1H-benzimidazol-1-yl)methyl]-4-(4-methylphenyl)-4H-1,2,4-triazol-3-ylthio}acetamides, respectively. The structures of the compounds were elucidated on the basis of IR, MS,1H-NMR, and13C-NMR spe

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22

Wang, Pin-liang, Hai-ling Li, Si-shun Kang, and Hai-bo Wang. "2-{[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]methylsulfanyl}-5-methyl-1,3,4-thiadiazole." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4411. http://dx.doi.org/10.1107/s160053680705177x.

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The title compound, C12H9ClN4OS2, was synthesized via condensation of 5-chloromethyl-3-(4-chlorophenyl)-1,2,4-oxadiazole with 5-mercapto-2-methyl-1,3,4-thiadiazole. The benzene and oxadiazole rings are coplanar due to the extended aromatic system. The angle between this plane and the thiadiazole ring is 82.2 (3)°.

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23

Özer, Besra, and Yaşar Dürüst. "Novel benzodioxatriaza and dibenzodioxadiazacrown compounds carrying 1,2,4-oxadiazole moiety." Heterocyclic Communications 28, no. 1 (2022): 139–48. http://dx.doi.org/10.1515/hc-2022-0150.

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Abstract A series of benzo (dibenzo)dioxadiaza and triazamacrocyclic ether compounds carrying 1,2,4-oxadiazole group has been successfully synthesized through N-substitution with 3-p-phenylsubstituted-5-chloromethyl-1,2,4-oxadiazoles. The structures of all the novel macrocycles were confirmed by spectral/physical data including HRMS measurements.

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24

Mayer, João C. P., Thiago V. Acunha, Oscar E. D. Rodrigues, et al. "Synthesis, spectroscopic characterization and DNA/HSA binding studies of (phenyl/naphthyl)ethenyl-substituted 1,3,4-oxadiazolyl-1,2,4-oxadiazoles." New Journal of Chemistry 45, no. 1 (2021): 471–84. http://dx.doi.org/10.1039/d0nj04530f.

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25

Kulkarni, Pravin S., Swapnil R. Sarda, Amol U. Khandebharad, Mazahar Farooqui, and Brijmohan R. Agrawal. "Synthesis and Biological Screening of Novel 5-(5-Aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole Derivatives." Asian Journal of Chemistry 34, no. 1 (2021): 209–15. http://dx.doi.org/10.14233/ajchem.2022.23497.

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A new series of 5-(5-aryl-1-phenyl-1H-pyrazol-3-yl)-3-aryl-1,2,4-oxadiazole (6a-o) have been synthesized by a cyclocondensation reaction of ethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3- carboxylate (3a-c) with aryl imidoxime (5a-e). The newly synthesized pyrazolyl-1,2,4-oxadiazole (6a-o) derivatives were characterized by spectroscopic techniques and screened for in vitro antibacterial activity against Bacillus subtilis (NCIM 2063), Staphylococcus albus (NCIM 2178), Escherichia coli (NCIM 2574), Proteus mirabilis (NCIM 2388) and in vitro antifungal activity against Aspergillus niger (ATCC 50

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26

Mishra, Arun Kumar, Arvind Kumar, and Jagdish K. Sahu. "Recent Advancements in Biological Activities of Oxadiazole and their Derivatives: A Review." Letters in Organic Chemistry 17, no. 6 (2020): 409–29. http://dx.doi.org/10.2174/1570178617666191220115426.

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Oxadiazole moiety, which is one of the heterocyclic aromatic groups of the azole family; with the molecular formula C2H2N2O, exists in four isomeric form; out of which, 1,2,4-oxadiazole; 1,2,5-oxadiazole and 1,3,4-oxadiazole are common isomers. The stable isomeric forms of oxadiazoles are observed in a variety of pharmaceutical important potent drugs including raltegravir, butalamine, fasiplon, oxolamine and pleconaril. An attempt has been made to emphasize the chemistry and pharmacology associated with oxadiazole and its derivatives. A number of oxadiazole derivatives are very popular and com

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27

Yan, Chao, Kangcai Wang, Tianlin Liu, Hongwei Yang, Guangbin Cheng, and Qinghua Zhang. "Exploiting the energetic potential of 1,2,4-oxadiazole derivatives: combining the benefits of a 1,2,4-oxadiazole framework with various energetic functionalities." Dalton Trans. 46, no. 41 (2017): 14210–18. http://dx.doi.org/10.1039/c7dt03320f.

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28

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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29

Szczepankiewicz, W., J. Suwinski, and J. Słowikowska. "3,5,5-Triphenyl-4,5-dihydro-1,2,4-oxadiazole." Acta Crystallographica Section C Crystal Structure Communications 55, no. 12 (1999): 2156–58. http://dx.doi.org/10.1107/s0108270199012482.

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30

Andrianov, V. G., V. G. Semenikhina, and A. V. Eremeev. "Isomerization of 1,2,4-oxadiazole-3-carboxazidoximes." Chemistry of Heterocyclic Compounds 25, no. 12 (1989): 1419. http://dx.doi.org/10.1007/bf00473885.

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31

Andrianov, V. G., and A. V. Eremeev. "?-Adducts in the 1,2,4-oxadiazole series." Chemistry of Heterocyclic Compounds 26, no. 6 (1990): 714. http://dx.doi.org/10.1007/bf00756439.

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32

Baykov, Sergey V., Alexander S. Mikherdov, Alexander S. Novikov та ін. "π–π Noncovalent Interaction Involving 1,2,4- and 1,3,4-Oxadiazole Systems: The Combined Experimental, Theoretical, and Database Study". Molecules 26, № 18 (2021): 5672. http://dx.doi.org/10.3390/molecules26185672.

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A series of N-pyridyl ureas bearing 1,2,4- (1a, 2a, and 3a) and 1,3,4-oxadiazole moiety (1b, 2b, 3b) was prepared and characterized by HRMS, 1H and 13C NMR spectroscopy, as well as X-ray diffraction. The inspection of the crystal structures of (1–3)a,b and the Hirshfeld surface analysis made possible the recognition of the (oxadiazole)···(pyridine) and (oxadiazole)···(oxadiazole) interactions. The presence of these interactions was confirmed theoretically by DFT calculations, including NCI analysis for experimentally determined crystal structures as well as QTAIM analysis for optimized equilib

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33

Wang, Xu, Jin-Ping Fu, Jia-Xing Xie, Qing-Hu Teng, Hai-Tao Tang, and Ying-Ming Pan. "Palladium-catalyzed synthesis of 5-amino-1,2,4-oxadiazoles via isocyanide insertion." Organic & Biomolecular Chemistry 18, no. 26 (2020): 4936–40. http://dx.doi.org/10.1039/d0ob01092h.

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34

Shao, Yingying, Minting Tu, Sen Yang, et al. "Synthesis, biological activity and toxicity to zebrafish of benzamides substituted with pyrazole-linked 1,2,4-oxadiazole." RSC Advances 12, no. 36 (2022): 23544–51. http://dx.doi.org/10.1039/d2ra04327k.

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35

Gallardo-Fuentes, Sebastián, and Renato Contreras. "Mechanistic insights into the ANRORC-like rearrangement between methylhydrazine and 1,2,4-oxadiazole derivatives." Organic & Biomolecular Chemistry 13, no. 36 (2015): 9439–44. http://dx.doi.org/10.1039/c5ob01300c.

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36

Zhang, Jiarong, Fuqiang Bi, Zhi Yang, Qi Xue, and Bozhou Wang. "5-Nitrotetrazol and 1,2,4-Oxadiazole Methylene-Bridged Energetic Compounds: Synthesis, Crystal Structures and Performances." Molecules 26, no. 23 (2021): 7072. http://dx.doi.org/10.3390/molecules26237072.

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A new structural type for melt cast materials was designed by linking nitrotetrazole ring with 1,2,4-oxadiazole through a N-CH2-C bridge for the first time. Three N-CH2-C linkage bridged energetic compounds, including 3-((5-nitro-2H-tetrazol-2-yl) methyl)-1,2,4-oxadiazole (NTOM), 3-((5-nitro-2H-tetrazol-2-yl)methyl)-5-(trifluoromethyl)-1,2,4 -oxadiazole (NTOF) and 3-((5-nitro-2H-tetrazol-2-yl)methyl)-5-amine-1,2,4-oxadiazole (NTOA), were designed and synthesized through a two-step reaction by using 2-(5-nitro-2H-tetrazole -2-yl)acetonitrile as the starting material. The synthesized compounds w

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37

Lu, Tian, Chenbin Wang, Guilong Wang, et al. "1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge." New Journal of Chemistry 43, no. 34 (2019): 13330–33. http://dx.doi.org/10.1039/c9nj01452g.

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38

Yang, Xiong, Jing Zhou, Xiaoling Xing, et al. "A promising TNT alternative 3,3′-bi(1,2,4-oxadiazole)-5,5′-diylbis(methylene)dinitrate (BOM): thermal behaviors and eutectic characteristics." RSC Advances 10, no. 44 (2020): 26425–32. http://dx.doi.org/10.1039/d0ra04517a.

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39

Chiacchio, Maria A., Laura Legnani, Agata Campisi, et al. "1,2,4-Oxadiazole-5-ones as analogues of tamoxifen: synthesis and biological evaluation." Organic & Biomolecular Chemistry 17, no. 19 (2019): 4892–905. http://dx.doi.org/10.1039/c9ob00651f.

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40

Sanjeeva, P., B. Subba Rao, V. Kamala Prasad, and P. Venkata Ramana. "Benzofuran-oxadiazole hybrids: Design, Synthesis and antimicrobial activity studies." Research Journal of Chemistry and Environment 25, no. 9 (2021): 15–21. http://dx.doi.org/10.25303/259rjce1521.

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The six benzofuran-oxadiazole derivatives (4a-d) and (5a-b) have been designed, synthesized, characterized and evaluated for antimicrobial activity. The key synthetic intermediate 5-bromo-N'-hydroxybenzofuran -2-carboxamidine (3) was prepared from 5-bromobenzofuran-2-carboxylic acid (1) in two consecutive steps involving reaction with NaN3, in presence of TEA, Xtalfluor-E, PPh3 in dry DCM at 0oC followed by the treatment of resulting carbonitrile (2) with hydroxylamine hydrochloride in presence of sodium methoxide under reflux in aqueous ethanol. Reaction of carboxamidine (3) with different ar

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41

Tretyakova, Elena V., Elena V. Salimova, Victor N. Odinokov та Usein M. Dzhemilev. "Synthesis of a Novel 1,2,4-Oxadiazole Diterpene from the Oxime of the Methyl Ester of 1β,13-Epoxydihydroquinopimaric Acid". Natural Product Communications 11, № 1 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100108.

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42

M. L., Chenna Reddy, Fazlur Rahman Nawaz Khan, and Vadivelu Saravanan. "Facile synthesis of N-1,2,4-oxadiazole substituted sulfoximines from N-cyano sulfoximines." Organic & Biomolecular Chemistry 17, no. 41 (2019): 9187–99. http://dx.doi.org/10.1039/c9ob01931f.

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43

Kumar, A. Sudheer, Nimesh Sasidharan, Rakesh Ganguly, Dasheng Leow, and Huey Hoon Hng. "3-Amino-1,2,4(4H)-oxadiazol-5-one (AOD) and its nitrogen-rich salts: a class of insensitive energetic materials." New Journal of Chemistry 42, no. 3 (2018): 1840–44. http://dx.doi.org/10.1039/c7nj03950f.

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44

Cao, Yupeng, Xiangyang Lin, Jun Yang, Xuedong Gong, Guijuan Fan, and Haifeng Huang. "Synthesis and performance study of methylene-bridged bis(nitramino-1,2,4-oxadiazole) and its energetic salts." New Journal of Chemistry 43, no. 14 (2019): 5441–47. http://dx.doi.org/10.1039/c9nj00421a.

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45

Geyl, Kirill K., Svetlana O. Baykova, Pavel A. Andoskin, et al. "Palladium(II) and Platinum(II) Deprotonated Diaminocarbene Complexes Based on N-(2-Pyridyl)ureas with Oxadiazole Periphery." Inorganics 10, no. 12 (2022): 247. http://dx.doi.org/10.3390/inorganics10120247.

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Metal mediated coupling of isocyanides with substituted N-(pyridine-2-yl) ureas was first used to incorporate privileged biological motifs into platinum metal complexes. We synthesized two palladium(II) and two platinum(II) cyclometallated species with oxadiazole cores. The compounds were isolated in good yields (61–73%) and characterized by high-resolution mass spectrometry and 1H, 13C, and 195Pt NMR spectroscopies. The structures of three complexes were additionally elucidated by X-ray diffraction analysis. These complexes indeed showed cytotoxic activity. The species bearing the 1,3,4-oxadi

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46

Santhanalakshmi, K., K. Margandan, P. Manivannan, and Rosy P. Jacquline. "Pharmacological significance of Oxadiazole scaffold." Research Journal of Chemistry and Environment 25, no. 8 (2022): 177–88. http://dx.doi.org/10.25303/258rjce177188.

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Heterocycles come under an important branch of organic chemistry that contains at least one atom other than carbon as a part of ring system. The most common hetero atoms that are widely used are nitrogen, oxygen and sulphur. In synthetic organic chemistry, synthesis of heterocyclic compound is of immense interest due to its therapeutic applications and their existence in several natural products like vitamins, hormones, antibiotics and alkaloids. The oxadiazole nucleus is one of the most significant and well known heterocyclic compounds due to its broad range of pharmacological and therapeutic

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47

Kysil, Andrii, Angelina Biitseva, Oleksandra Bugera, Tetyana Yegorova, and Zoia Voitenko. "Synthesis of 2-(1,2,4-oxadiazol-5-yl)-2,3-dihydro-4H-chromen-4-ones." French-Ukrainian Journal of Chemistry 8, no. 2 (2020): 176–82. http://dx.doi.org/10.17721/fujcv8i2p176-182.

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Simple and efficient synthesis of 2-(1,2,4-oxadiazol-5-yl)-2,3-dihydro-4H-chromen-4-ones is elaborated. The method relies on CDI-mediated cyclocondensation of substituted 4-oxochromane-2-carboxylic acids and amidoximes. The protocol allows the preparation of 2-oxadiazolylchromanones decorated with two pharmacophores (2,3-dihydro-4H-chromen-4-one and 1,2,4-oxadiazole) that are in high demand in drug discovery.

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Hashemzadeh, Tahmineh, Mohammad A. Haghighatbin, Johnny Agugiaro, David J. D. Wilson, Conor F. Hogan, and Peter J. Barnard. "Luminescent iridium(iii)–boronic acid complexes for carbohydrate sensing." Dalton Transactions 49, no. 32 (2020): 11361–74. http://dx.doi.org/10.1039/d0dt02177f.

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A family of four Ir(iii) complexes with either pyridyl-1,2,4-triazole or pyridyl-1,3,4-oxadiazole ligands bearing boronic acid groups have been prepared as potential luminescent sensors for carbohydrates.

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Fun, Hoong-Kun, Mohd Mustaqim Rosli, Sankappa Rai, Arun M. Isloor, and Prakash Shetty. "3-(2,4-Dichlorophenyl)-5-methyl-1,2,4-oxadiazole." Acta Crystallographica Section E Structure Reports Online 66, no. 4 (2010): o772. http://dx.doi.org/10.1107/s1600536810007932.

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Wang, Hai-Bo, Yue-Qing Pu, Jia-Hui Chen, and Jin-Tang Wang. "5-Chloromethyl-3-(3-methoxyphenyl)-1,2,4-oxadiazole." Acta Crystallographica Section E Structure Reports Online 61, no. 5 (2005): o1446—o1447. http://dx.doi.org/10.1107/s1600536805012067.

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