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Journal articles on the topic 'Imidazoles – Derivatives'

Author: Grafiati

Published: 4 June 2021

Last updated: 12 February 2022

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1

Aly, Ashraf A. "Base Catalyzed Synthesis of Novel Fused-Imidazoles from N-Vinyl-1H-imidazole." Zeitschrift für Naturforschung B 60, no. 1 (2005): 106–12. http://dx.doi.org/10.1515/znb-2005-0116.

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Syntheses of various classes of fused-imidazoles are reported. The key to their successful synthesis depends on the reaction of N-vinyl-1H-imidazole with the π-deficient compounds under basic conditions. Reaction of the target imidazole with 1,1,2,2-tetracyanoethylene and dimethyl acetylenedicarboxylate afforded pyrrolo[1,2-a]imidazoles. On the other site, reaction of the target imidazole with 2-dicyanomethyleneindane-1,3-dione, 2,3-dicyano-1,4-naphthoquinone gave indanylimidazolo- [1,2-a]azepine and imidazolo[2,1-a]phenanthridine derivatives, respectively. Under basic reaction condition, vari

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2

Beckert, Rainer, Catharina Hippius, Tillmann Gebauer, et al. "Syntheses and Properties of Cycloamidines Based on 4H-Imidazoles." Zeitschrift für Naturforschung B 61, no. 4 (2006): 437–47. http://dx.doi.org/10.1515/znb-2006-0411.

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Employing three different syntheses a broad spectrum of 4H-imidazoles 3a - 3s has been synthesized. In the course of the two-fold aminolysis reaction leading to derivatives 3q - 3s, deeply colored byproducts could be isolated and structural characterized.These novel donor-acceptor derivatives of type 7 consist of an 1H- and 4H-imidazole which are connected by a nitrogen bridge and rearrange via rapid 1,3-/1,5-hydride shifts. Using 1H NMR experiments the aminolysis product 3p shows prototropic isomers which could be detected in equilibrium for the first time. Cyclovoltammetric measurements of a

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3

Matschke, Martin, Jorg Blumhoff, Rainer Beckert, and Wolfgang Imhof. "The Synthesis of Carboxy- and Cyano-substituted 4H-Imidazoles: Redoxactive Ligands as Starting Materials for Metal-Metal Multiply Bonded Compounds and Heterobimetallic Complexes." Zeitschrift für Naturforschung B 64, no. 6 (2009): 624–28. http://dx.doi.org/10.1515/znb-2009-0606.

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Cyanobenzoic acids proved to be suitable starting materials for the transformation into multifunctional products of the 4H-imidazole type. Employing two different pathways, the new derivatives 1b-d which possess carboxy/cyano groups were synthesized. In addition, derivative 1d formed the basis for the construction of novel bis-4H-imidazoles with two different complexation spheres. The structures of all new derivatives were confirmed by NMR spectroscopy, mass spectrometry, elemental analysis, UV/Vis-/fluorescence spectroscopy, and electrochemical measurements.

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4

Singh, Praveen, Ranjeet Kumar, and Ashish Kumar Tewari. "Hydrogen bonding framework in imidazole derivatives: Crystal structure and Hirshfeld surface analysis." European Journal of Chemistry 11, no. 1 (2020): 50–59. http://dx.doi.org/10.5155/eurjchem.11.1.50-59.1945.

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A series of imidazole derivatives (1-3) were synthesized with three component reaction among benzil, ammonium acetate and formaldehyde/aromatic aldehyde at 110 °C without a catalyst and solvent. These synthesized imidazole derivatives have shown intermolecular hydrogen bonding such as N-H···N and O-H···N. The imidazole 1 and 2 exhibited N-H···N intermolecular hydrogen bonding while imidazole 3 exhibited O-H···N intermolecular hydrogen bonding. The hydrogen bonds in imidazoles were studied by X-ray crystallography and Hirshfeld Surface Analysis at dnorm surface which show the visible red spots,

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5

Yakovychuk, N. D., S. Y. Deyneka, A. M. Grozav, A. V. Humenna, V. B. Popovych та V. S. Djuiriak. "Аntifungal activity of 5-(2-nitrovinyl) imidazoles and their derivatives against the causative agents of vulvovaginal candidiasis". Regulatory Mechanisms in Biosystems 9, № 3 (2018): 369–73. http://dx.doi.org/10.15421/021854.

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Development of resistance of yeast-like fungi belonging to the Candida genus to the existing antifungal medicines as well as the high toxicity and low tolerance of these medicines in many cases stipulate the acute need for new antibiotic compounds. In this context, an extremely promising group of chemical substances is imidazole derivatives. Therefore, the search for more active and less toxic medical preparations based on imidazole is a relevant and important issue for medical practice. Considering the urgent demand for new antifungal preparations, four new nitro containing imidazole derivati

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6

Knölker, Hans-Joachim, and Abdel-Aziz El-Ahl. "Imidazole Derivatives, Part VIII. Stereoselective Formation of 1-[(E) 3-(1-Imidazolyl)-2-alkenoyl]imidazoles." HETEROCYCLES 36, no. 6 (1993): 1381. http://dx.doi.org/10.3987/com-93-6335.

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7

Aggarwal, Mayank, Bhargav Kondeti, Chingkuang Tu, C. Mark Maupin, David N. Silverman, and Robert McKenna. "Structural insight into activity enhancement and inhibition of H64A carbonic anhydrase II by imidazoles." IUCrJ 1, no. 2 (2014): 129–35. http://dx.doi.org/10.1107/s2052252514004096.

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Human carbonic anhydrases (CAs) are zinc metalloenzymes that catalyze the hydration and dehydration of CO2and HCO3−, respectively. The reaction follows a ping-pong mechanism, in which the rate-limiting step is the transfer of a proton from the zinc-bound solvent (OH−/H2O) in/out of the active siteviaHis64, which is widely believed to be the proton-shuttling residue. The decreased catalytic activity (∼20-fold lower with respect to the wild type) of a variant of CA II in which His64 is replaced with Ala (H64A CA II) can be enhanced by exogenous proton donors/acceptors, usually derivatives of imi

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8

Skonieczny, Kamil, Jarosław Jaźwiński, and Daniel Gryko. "The Synthesis of Imidazo[1,2-f]phenanthridines, Phenanthro-[9,10-d]imidazoles, and Phenanthro[9′,10′:4,5]imidazo[1,2-f]-phenanthridines via Intramolecular Oxidative Aromatic Coupling." Synthesis 49, no. 20 (2017): 4651–62. http://dx.doi.org/10.1055/s-0036-1589053.

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A short and efficient access to phenanthro[9,10-d]imidazoles, imidazo[1,2-f]phenanthridines, and phenanthro[9′,10′:4,5]imidazo[1,2-f]phenanthridines was achieved by the action of [bis(trifluoroacetoxy)iodo]benzene (PIFA) on properly substituted tetraaryl-imidazoles. By pre-installing suitable electron-donating groups, it is possible to control the site of intramolecular oxidative aromatic coupling. In particular, by placing 3,4-dimethoxyphenyl and 3-methoxyphenyl moieties in close proximity, it was possible to direct the reaction into forming two biaryl linkages leading eventually to the form

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9

Aggarwal, Mayank, Chingkuang Tu, David Silverman, and Robert McKenna. "Insights into Activity Enhancement of H64A Carbonic Anhydrase by Imidazoles." Acta Crystallographica Section A Foundations and Advances 70, a1 (2014): C803. http://dx.doi.org/10.1107/s2053273314091967.

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Human carbonic anhydrases (CAs) are zinc metalloenzymes that catalyze the hydration and dehydration of CO2 and HCO3-, respectively. The reaction follows a ping-pong mechanism, where the rate limiting step is the transfer of a proton from the zinc-bound solvent out of the active site, via His64 which is widely believed to be the proton shuttling residue. Being involved in a number of physiological processes such as respiration, pH regulation, ureagenesis etc., CAs are therapeutic targets for inhibition to treat various diseases. However, the physiologically dominant isoform is CA II, which is c

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10

Al-Soud, Yaseen A., Ala’a H. Al-Ahmad, Luay Abu-Qatouseh, et al. "Nitroimidazoles Part 9. Synthesis, molecular docking, and anticancer evaluations of piperazine-tagged imidazole derivatives." Zeitschrift für Naturforschung B 76, no. 5 (2021): 293–302. http://dx.doi.org/10.1515/znb-2020-0200.

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Abstract New piperazine-tagged imidazole derivatives were synthesized via reaction of 1-alkyl/aryl-5-bromo-2-alkyl-4-nitro-1H-imidazoles 1–3 with piperazine nucleophiles. Nine selected compounds were assessed for their antiproliferative inhibition potency against five human cancer cell lines (MCF-7, PC3, Du145, HepG2 and Dermal/Fibroblast). Compounds 7 and 10 are the most potent anticancer agents on HepG2 cell line with IC50 values of (5.6 ± 0.5 µm) and (29.6 ± 7.6 µm) respectively, and on MCF-7 with IC50 values of (32.1 ± 5.6 µm) and (46.2 ± 8.2 µm) respectively. The molecular docking of comp

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11

Verma, Amita, Sunil Joshi, and Deepika Singh. "Imidazole: Having Versatile Biological Activities." Journal of Chemistry 2013 (2013): 1–12. http://dx.doi.org/10.1155/2013/329412.

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Imidazoles have occupied a unique position in heterocyclic chemistry, and its derivatives have attracted considerable interests in recent years for their versatile properties in chemistry and pharmacology. Imidazole is nitrogen-containing heterocyclic ring which possesses biological and pharmaceutical importance. Thus, imidazole compounds have been an interesting source for researchers for more than a century. The imidazole ring is a constituent of several important natural products, including purine, histamine, histidine, and nucleic acid. Being a polar and ionisable aromatic compound, it imp

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12

McCallum, Peter B. W., M. Ross Grimmett, Allan G. Blackman, and Rex T. Weavers. "Reaction of Imidazoles with Cyanogen Bromide: Cyanation at N 1 or Bromination at C 2?" Australian Journal of Chemistry 52, no. 3 (1999): 159. http://dx.doi.org/10.1071/c98105.

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The reaction in acetonitrile solution of a number of imidazoles(1H-, 1-methyl-, 2-methyl-, 4-methyl-, 1,2-, 1,4- and1,5-dimethyl-, 1-ethyl-, 1-benzyl- and 1-butyl-imidazole) and imidazolecomplexes([Co(NH3)5(imH)](ClO4)3,[Co(NH3)5(im)](ClO4)2 and[Co(NH3)5(1-Meim)](ClO4)3) with BrCN has beenstudied. Those imidazoles bearing an N-alkyl substituent and having a hydrogenat C2 react to give the 2-bromo products, while the N-H imidazoles react togive N-cyano derivatives. The product(s) from thereaction of 1,2-dimethylimidazole with BrCN could not be characterized. Of thecomplexes, only[Co(NH3)5(im)](

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13

Muto, Kei, Taito Hatakeyama, Junichiro Yamaguchi, and Kenichiro Itami. "C–H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C–H activation." Chemical Science 6, no. 12 (2015): 6792–98. http://dx.doi.org/10.1039/c5sc02942b.

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14

Bellina, Fabio, Matteo Biagetti, Sara Guariento, et al. "Ligand-free Pd/Ag-mediated dehydrogenative alkynylation of imidazole derivatives." RSC Advances 11, no. 41 (2021): 25504–9. http://dx.doi.org/10.1039/d1ra05303e.

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The regioselective synthesis of 2-alkynyl(benz)imidazoles was successfully achieved by Pd(ii)/Ag(i)-mediated dehydrogenative alkynylation of the corresponding (benz)imidazoles with terminal alkynes in an open vessel.

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15

Baranovsky, Ilia V., Lidia S. Konstantinova, Mikhail A. Tolmachev, Vadim V. Popov, Konstantin A. Lyssenko, and Oleg A. Rakitin. "Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups." Molecules 25, no. 17 (2020): 3768. http://dx.doi.org/10.3390/molecules25173768.

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A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.

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16

Lamberth, Clemens, Julien Gagnepain, Stephane Jeanmart, Damien Bonvalot, and Olivier Jacob. "Synthesis of Conformationally Locked and C-Linked Analogues of Imidazole-Based Ketene Dithioacetal Fungicides." Synlett 30, no. 01 (2018): 59–62. http://dx.doi.org/10.1055/s-0037-1610341.

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First examples with the unknown tricyclic 4,8b-dihydro-3aH-indeno[1,2-d][1,3]dithiole ring system have been prepared. Also, imidazoles linked in ring position 5 to a ketene dithioacetal and 1,3-dithiane derivatives with an exocyclic cyano- and imidazole-substituted C–C double bond are completely new. All these compounds are either conformationally locked, C-linked or six-ring analogues of the antifungal agent luliconazole. Synthesis and fungicidal activity of these sterol biosynthesis inhibitors are reported.

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17

KNOELKER, H. J., and A. A. EL-AHL. "ChemInform Abstract: Imidazole Derivatives. Part 8. Stereoselective Formation of 1-(E-3-(1- Imidazolyl)-2-alkenoyl)imidazoles." ChemInform 24, no. 37 (2010): no. http://dx.doi.org/10.1002/chin.199337194.

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18

Ashraf-Khorassani, M., W. M. Coleman III, M. F. Dube, and L. T. Taylor. "Isolation and Purification of Pyrazines Produced by Reaction of Cellulosic-Derived Sugars with NH4OH and Selected Amino Acids." Journal of Chromatographic Science 57, no. 9 (2019): 784–89. http://dx.doi.org/10.1093/chromsci/bmz059.

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Abstract Various pyrazines have been synthesized via reaction of selected cellulosic-derived sugars, ammonium hydroxide and amino acids at 110°C for 2 hours. Different methods of sample cleanup such as liquid–liquid extraction (LLE), liquid–solid extraction, column chromatography and distillation were employed to isolate pyrazines from the reaction mixture. Effective LLE of pyrazines from aqueous solution using either hexane, methyl-t-butyl ether (MTBE) or ethyl acetate required multiple extraction steps with fresh solvent each time. When hexane was used as the extraction solvent, no imidazole

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19

Demchenko, Sergii, Roman Lesyk, Oleh Yadlovskyi, et al. "Synthesis, Antibacterial and Antifungal Activity of New 3-Aryl-5H-pyrrolo[1,2-a]imidazole and 5H-Imidazo[1,2-a]azepine Quaternary Salts." Molecules 26, no. 14 (2021): 4253. http://dx.doi.org/10.3390/molecules26144253.

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A series of novel 3-aryl-5H-pyrrolo[1,2-a]imidazole and 5H-imidazo[1,2-a]azepine quaternary salts were synthesized in 58–85% yields via the reaction of 3-aryl-6, 7-dihydro-5H-pyrrolo[1,2-a]imidazoles or 3-aryl-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepines and various alkylating reagents. All compounds were characterized by 1H NMR, 13C NMR, and LC-MS. The conducted screening studies of the in vitro antimicrobial activity of the new quaternary salts derivatives established that 15 of the 18 newly synthesized compounds show antibacterial and antifungal activity. Synthesized 3-(3,4-dichlorohenyl)-1

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20

Ghasemi, Zarrin, Arezoo Mirzaie, Roqhayeh Arabzadeh, Zahra Fathi, and Ameneh Abolghassemi Fakhree. "Synthesis and optical properties of novel 1,2,3-triazole derivatives possessing highly substituted imidazoles." Journal of Chemical Research 43, no. 7-8 (2019): 262–67. http://dx.doi.org/10.1177/1747519819861004.

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Reactions of 1,4,5-triaryl-2-(4-bromomethyl)phenyl-imidazoles with sodium azide in acetone give the corresponding azidomethyl derivatives, which on 1,3-dipolar cycloaddition with various terminal alkynes in the presence of CuI afford novel 1,2,3-triazole products. On the other hand, treatment of 2,4,5-triaryl-1-(4-hydroxyphenyl)-imidazoles with propargyl chloride in the presence of a base gives the corresponding propargyl ether derivatives, which under CuI-catalyzed 1,3-dipolar cycloaddition with benzyl azide produce 1,2,3-triazole derivatives. All the products are characterized from their spe

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21

Kavina, M. A., V. V. Sizov, and I. P. Yakovlev. "Fused Imidazoles: I. Synthesis of 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole Derivatives." Russian Journal of Organic Chemistry 54, no. 6 (2018): 901–11. http://dx.doi.org/10.1134/s107042801806012x.

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22

Symons, Martyn C. R., W. Russell Bowman, and Peter F. Taylor. "Electron addition to halogen derivatives of imidazoles." Tetrahedron Letters 30, no. 11 (1989): 1409–12. http://dx.doi.org/10.1016/s0040-4039(00)99478-4.

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23

Luo, Yi, Wei-Yi Pu, Yan-Jun Xu, and Lin Dong. "Formation of diversified spiro-[imidazole-indene] derivatives from 2H-imidazoles: based on versatile propargyl alcohols." Organic Chemistry Frontiers 8, no. 16 (2021): 4549–53. http://dx.doi.org/10.1039/d1qo00629k.

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Rh(iii)-Catalyzed efficient cascade annulation for the regioselective construction of various spiro-[imidazole-indene] derivatives has been reported by utilizing versatile propargyl alcohols as coupling partners.

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24

Abel, Steven-Alan G., Mathew O. Eglinton, James K. Howard, Dylan J. Hunt, Rolf H. Prager, and Jason A. Smith. "Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones." Australian Journal of Chemistry 67, no. 9 (2014): 1228. http://dx.doi.org/10.1071/ch14119.

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The synthesis of heterocyclic-fused imidazoles was achieved by flash vacuum pyrolysis (FVP) of N-heterocyclic isoxazol-5(2H)-ones via an iminocarbene intermediate. Unlike iminocarbenes generated from triazoles, no structural rearrangements were observed during the current synthesis method. We also demonstrated that less volatile isoxazol-5(2H)-one derivatives yield the corresponding imidazoles by condensed phase pyrolysis.

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25

Kammeyer, Arthur, Charlotte P. Peters, Sybren L. Meijer, and Anje A. te Velde. "Anti-Inflammatory Effects of Urocanic Acid Derivatives in Models Ex Vivo and In Vivo of Inflammatory Bowel Disease." ISRN Inflammation 2012 (September 5, 2012): 1–8. http://dx.doi.org/10.5402/2012/898153.

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Urocanic acid (UCA) derivatives were tested for their anti-inflammatory activity in inflammatory bowel disease (IBD) in two models: ex vivo and an experimental mouse model. Ex vivo: inflamed colonic tissue was incubated in culture medium with or without the UCA derivatives. Biopsies, incubated with UCA derivatives, produced lower levels of proinflammatory cytokines IL-6 and IL-8 as compared to control biopsies. The same compounds also showed increased levels of IL-10, providing an additional indication for anti-inflammatory properties. In vivo: a combination of two imidazoles and a combination

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26

Basantcev, Anton V., Andrey A. Danilin, Tatyana I. Vasileva, and Petr P. Purygin. "Synthesis of N-mono- and N,N-dialkylated imidazole derivatives based on (adamantyl-1)bromomethylketone and study of their antibacterial activity." Butlerov Communications 63, no. 7 (2020): 24–30. http://dx.doi.org/10.37952/roi-jbc-01/20-63-7-24.

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Different methods for the synthesis of N-mono- and N,N-dialkylated imidazole derivatives represent certain interest not only for organic chemistry, but also for medicine. N-alkylated imidazoles are the basis of drugs with antibacterial and antifungal activities. This allows us to consider them as efficient synthons for the synthesis of modern medicines. The quaternary imidazolium salts are applied as anticorrosive substances in petroleum industry due to their antibacterial activity against sulfur bacteria. The introduction of (adamantoyl-1)methyl group with high lipophilicity to the compositio

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27

Grimmett, MR, ST Hua, KC Chang, SA Foley, and J. Simpson. "1,4-Dinitroimidazole and Derivatives. Structure and Thermal Rearrangement." Australian Journal of Chemistry 42, no. 8 (1989): 1281. http://dx.doi.org/10.1071/ch9891281.

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Nitration of 4-nitroimidazole in acetic anhydride/glacial acetic acid gives 1,4-dinitroimidazole. The crystal and molecular structure of this compound have been determined by direct methods. Crystals are orthorhombic; P212121, a 5.853(3), b 9.591(8), c 10.392(5) � , V 583.4(7) � 3 , Dm 1 .76 g cm-1, Dc, 1 .80 g cm-1 (Z = 4); λ 0.71069 � ; T 173 K. The structure was refined to R = 0.048 for 926 reflections [I > 2 σ(1)]. Both 2-methyl-4-nitro- and 5-methyl-4-nitro-imidazoles N-nitrate under the same conditions. When heated in solution at 100-140�C 1,4-dinitro- and 2-methyl-1,4-dinitro-imidazo

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28

Frank, Birgit, Rainer Beckert, Sven Rau, and Helmar Görls. "2-Azaanthraquinones: Building Blocks for New Ring-Fused Imidazoles and their Transformation into Benzo[f]isoindole-4,9-diones." Zeitschrift für Naturforschung B 60, no. 7 (2005): 771–79. http://dx.doi.org/10.1515/znb-2005-0713.

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The modification of 2-azaanthraquinones with selected C1 building blocks gives a series of new imidazo-fused derivatives. Employing 2,3-dichloro-5,6-dicyanopyrazine as cyclization partner a rearrangement to yield derivatives of benzo[f ]isoindole-4,9-dione takes place. The Sonogashira crosscoupling reaction of the aminalester derivative of the azaanthraquinone resulted in well soluble silyl substituted acetylenes as well as ethinyl aniline which allows further derivatization reactions.

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29

Pettinari, Claudio. "ChemInform Abstract: Organotin(IV) Derivatives of Imidazoles, Pyrazoles and Related Pyrazolyl and Imidazolyl Ligands." ChemInform 31, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.200018182.

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30

Ilavarasan, L., A. Ravi, M. Ganapathi, et al. "A Convenient Method of Synthesis of 3-(4, 5-diphenyl-1H imidazole2-yl) From Benzil in Absence of Catalyst." South Asian Journal of Engineering and Technology 7, no. 3 (2018): 20–27. http://dx.doi.org/10.26524/sa3.

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In this study new imidazoles derivatives were synthesized.The first stage involved preparation of 3-(4,5-diphenyl-1Himidazole-2-yl)phenol(AA1)by reacting Benzil with Substituted benzaldehyde in presence of sodium cyanide catalyst .The second stage involved the synthesis of Synthesis of 3-(4, 5 - diphenyl-1H imidazole-2-yl) sulfonamide(AA2) using TEA in glacial acetic acid. Finally the compound were synthesized using the three component system (Compound AA2), Substituted benzaldehyde and ammonium acetate. The structure of all compounds were confirmed by elemental analysis ,NMR and IR data and b

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31

Lakshmanan, Baskar, Papiya Mazumder, Dinakar Sasmal, and Swastika Ganguly. "Synthesis, antispasmodic and antidiarrheal activities of some 1-substituted imidazole derivatives." Acta Pharmaceutica 61, no. 2 (2011): 227–36. http://dx.doi.org/10.2478/v10007-011-0014-6.

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Synthesis, antispasmodic and antidiarrheal activities of some 1-substituted imidazole derivatives A series of 1-substituted imidazoles 1a-d and 2a-d were synthesized and screened for antispasmodic and antidiarrheal activities. Antispasmodic activity was tested at various concentrations on isolated tissue preparations; concentration-response curves were plotted and compared with atropine. All compounds were found to inhibit contraction of the guinea pig ileum. Castor oil-induced diarrhea model in rats was used for evaluation of antidiarrheal activity. Parameters such as intestinal transit and v

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32

Kavina, M. A., V. V. Sizov, and I. P. Yakovlev. "Fused Imidazoles: II. Synthesis of Nitro Derivatives of 6,7-Dihydro-5H-pyrrolo[1,2-a]imidazoles." Russian Journal of Organic Chemistry 54, no. 11 (2018): 1689–96. http://dx.doi.org/10.1134/s1070428018110118.

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33

Bajpai, Shivam, Sundaram Singh, and Vandana Srivastava. "Nano zirconia catalysed one-pot synthesis of some novel substituted imidazoles under solvent-free conditions." RSC Advances 5, no. 36 (2015): 28163–70. http://dx.doi.org/10.1039/c4ra16211k.

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A highly efficient method for the synthesis of substituted imidazoles from a multicomponent reaction of isatin derivatives with ammonium acetate and aromatic aldehydes under solvent-free conditions has been established.

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Luo, Jing, Wenteng Chen, Jiaan Shao, et al. "Synthesis of poly-functionalized imidazoles via vinyl azides annulation." RSC Advances 5, no. 69 (2015): 55808–11. http://dx.doi.org/10.1039/c5ra07320k.

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35

Nandwana, Nitesh K., Shiv Dhiman, Ganesh M. Shelke, and Anil Kumar. "Copper-catalyzed tandem Ullmann type C–N coupling and dehydrative cyclization: synthesis of imidazo[1,2-c]quinazolines." Organic & Biomolecular Chemistry 14, no. 5 (2016): 1736–41. http://dx.doi.org/10.1039/c5ob02469b.

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A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide.

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Wang, Kai-Min, Yu-Lu Ma, Xin-Rong Lin, Sheng-Jiao Yan, and Jun Lin. "Regioselective synthesis of pyrrolo[1,2-a]imidazoles and imidazo[1,2-a]-pyridines." RSC Advances 5, no. 46 (2015): 36472–79. http://dx.doi.org/10.1039/c5ra04244e.

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A concise synthesis of pyrrolo[1,2-a]imidazoles and imidazo[1,2-a]-pyridines by regioselective aza-ene additions and regioselective cyclic–condensation reactions of HKAs with ethyl 3-benzoylacrylate derivatives under catalyst-free conditions.

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Rocha, A., M. F. Proença, and M. Alice Carvalho. "Synthesis of 2-(aminophenyl)adenine derivatives: a simple protocol using the classical iron powder/acetic acid reduction methodology." Canadian Journal of Chemistry 98, no. 3 (2020): 145–50. http://dx.doi.org/10.1139/cjc-2019-0270.

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2-(Nitrophenyl)adenine derivatives were isolated from the reaction of 5-amino-4-amidino-imidazoles with nitrobenzaldehydes. The conversion of the nitro derivatives to 2-(aminophenyl)adenine derivatives was performed using iron/acetic acid as reducing agent, in 70% aqueous ethanol. The products were isolated in good yield and the isolation protocol involves simple filtration and extraction procedures. This methodology is compatible with the presence of functional groups such as amines, ethers, halofluorides, and halochlorides.

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Mino, Takeharu, Seiji Sakamoto, and Itaru Hamachi. "Recent applications of N-acyl imidazole chemistry in chemical biology." Bioscience, Biotechnology, and Biochemistry 85, no. 1 (2021): 53–60. http://dx.doi.org/10.1093/bbb/zbaa026.

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Abstract N-Acyl imidazoles are unique electrophiles that exhibit moderate reactivity, relatively long-half life, and high solubility in water. Thanks to their tunable reactivity and chemical selectivity, the application of N-acyl imidazole derivatives has launched to a number of chemical biology researches, which include chemical synthesis of peptide/protein, chemical labeling of native proteins of interest (POIs), and structural analysis and functional manipulation of RNAs. Since proteins and RNAs play pivotal roles in numerous biological events in all living organisms, the methods that enabl

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Nelson, Grady L., Michael J. Williams, Shirisha Jonnalagadda, et al. "Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents." International Journal of Medicinal Chemistry 2018 (October 16, 2018): 1–8. http://dx.doi.org/10.1155/2018/5758076.

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Allylic acetates derived from Baylis-Hillman reaction undergo efficient nucleophilic isomerization with imidazoles and triazoles to provide imidazolylmethyl and triazolylmethyl cinnamates stereoselectively. Antifungal evaluation of these derivatives against Cryptococcus neoformans exhibits good minimum inhibitory concentration values. These compounds exhibit low toxicity in proliferating MCF-7 breast cancer cell line. Structure activity relationship studies indicate that halogenated aromatic derivatives provide better antifungal activity.

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Lipshutz, Bruce H., Wayne Vaccaro та Bret Huff. "Protection of imidazoles as their β-trimethylsilylethoxymethyl (SEM) derivatives". Tetrahedron Letters 27, № 35 (1986): 4095–98. http://dx.doi.org/10.1016/s0040-4039(00)84919-9.

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Lipshutz, Bruce H., Bret Huff та Wayne Vaccaro. "Preparation of (±)-α-alkylated amino acid derivatives via imidazoles". Tetrahedron Letters 27, № 36 (1986): 4241–44. http://dx.doi.org/10.1016/s0040-4039(00)94242-4.

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Estenne, Geneviève, Gr̀rard Leclerc, Pierre Dodey, and Patrice Renaut. "An efficient synthesis of chlorinated imidazoles throughtert-butyldimethylsilyloxy derivatives." Journal of Heterocyclic Chemistry 31, no. 5 (1994): 1121–23. http://dx.doi.org/10.1002/jhet.5570310503.

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Basyouni, Wahid, Hanaa Hosni, and Khairy El-Bayouki. "Synthesis of Some New Imidazoles and Related Purine Derivatives." Zagazig Journal of Pharmaceutical Sciences 9, no. 2 (2000): 7–14. http://dx.doi.org/10.21608/zjps.2000.181608.

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Chornous, V. A., A. N. Grozav, D. V. Klyukovskii, A. V. Bezdudnyi, and M. V. Vovk. "Polyfunctional imidazoles: VII. 1-aryl-4-chloro-5-[hydroxy(halo)methyl]-1H-imidazoles and their derivatives." Russian Journal of Organic Chemistry 49, no. 4 (2013): 568–74. http://dx.doi.org/10.1134/s1070428013040131.

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Sun, Rong-Rong, Jia-Hui Guo, Cui Yang, Li-Juan Yang, and Chao Huang. "Synthesis and Antitumor Evaluation of Novel N-substituted Norcantharidin Imidazolium Derivatives." Current Organic Synthesis 15, no. 2 (2018): 237–45. http://dx.doi.org/10.2174/1570179414666170824160901.

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Aims and Objectives: Cantharidin is a terpenoid with a high vesicant potency isolated from Mylabris caraganae and various other insects, which originates from the Chinese traditional medicine and has a long history of use as antiproliferative agent. Modified cantharidin derivatives are researched for retainable antitumor activities and lower toxicity. And imidazolium salt is an important building block in drug discovery with pharmacological activities. This study was undertaken to identify that N-substituted norcantharidin imidazolium derivatives possess potential bioactivity. Materials and Me

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Galli, Ubaldina, Rejdia Hysenlika, Fiorella Meneghetti, et al. "Exploiting the Nucleophilicity of the Nitrogen Atom of Imidazoles: One-Pot Three-Component Synthesis of Imidazo-Pyrazines." Molecules 24, no. 10 (2019): 1959. http://dx.doi.org/10.3390/molecules24101959.

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A novel one-pot multicomponent reaction to synthesize substituted imidazopyrazines is described. In brief, 1H-(imidazol-5-yl)-N-substituted methanamines react with aldehydes and isocyanides in methanol at room temperature to give imidazopyrazine derivatives in excellent yields. The imidazole nitrogen atom was able to intercept the nascent nitrilium ion, channeling the reaction toward to the sole formation of imidazopyrazines, suppressing the competitive formation of other possible side products deriving from the reaction with the high-energy nitrilium ion. The number of examples and the variab

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Burdzhiev, Nikola, Anife Ahmedova, Boris Borrisov, and Robert Graf. "13C CPMAS NMR as a Tool for Full Structural Description of 2-Phenyl Substituted Imidazoles That Overcomes the Effects of Fast Tautomerization." Molecules 25, no. 17 (2020): 3770. http://dx.doi.org/10.3390/molecules25173770.

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Tautomerization of 2-phenylimidazolecarbaldehydes has not been studied in detail so far, although this process is a well-known phenomenon for imidazole derivatives. That is why we focus our study on a series of 2-phenylimidazolecarbaldehydes and their parent alcohols that were synthesized and studied by detailed 1H and 13C NMR in solution and in the solid state. The apparent problem is that the fast tautomerization impedes the full structural description of the compounds by conventional 13C NMR measurements. Indeed, the 13C NMR spectra in solution exhibit poor resolution, and in most cases, si

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Qurban, Saira, Yu Du, Jun Gong, Shao-Xia Lin, and Qiang Kang. "Enantioselective synthesis of tetrahydroisoquinoline derivatives via chiral-at-metal rhodium complex catalyzed [3+2] cycloaddition." Chemical Communications 55, no. 2 (2019): 249–52. http://dx.doi.org/10.1039/c8cc08275h.

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Hajinasiri, Rahimeh, and Halimeh Khatoon Khajavi. "Reaction of N-Methylimidazole and Dimethyl Acetylenedicarboxylate in the Presence of N-Phenyl Carbamate under Solvent-free Conditions." Zeitschrift für Naturforschung B 69, no. 4 (2014): 439–43. http://dx.doi.org/10.5560/znb.2014-3318.

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An efficient synthesis of 1,2,3-functionalized imidazoles and dimethyl-2-[(alkoxycarbonyl)- anilino]-2-butenedioate derivatives via one-pot reactions between N-methylimidazole, dimethyl acetylenedicarboxylate and N-phenylcarbamates under solvent-free conditions is described. The mild reaction conditions and good yields exhibit the synthetic advantage of this method.

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Vessally, Esmail, Somayeh Soleimani-Amiri, Akram Hosseinian, Ladan Edjlali, and Ahmadreza Bekhradnia. "New protocols to access imidazoles and their ring fused analogues: synthesis from N-propargylamines." RSC Advances 7, no. 12 (2017): 7079–91. http://dx.doi.org/10.1039/c6ra25816f.

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