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Collect. Czech. Chem. Commun. 2010, 75, 871-885
https://doi.org/10.1135/cccc2010012
Published online 2010-08-20 09:52:04

Synthesis and selected transformations of 3-oxido-1H-imidazole-4-carboxamides

Grzegorz Mloston and Marcin Jasiński*

Department of Organic and Applied Chemistry, University of Łódź, Tamka 12, PL-91-403 Łódź, Poland

Crossref Cited-by Linking

  • Mlostoń Grzegorz, Celeda Małgorzata, Heimgartner Heinz, Duda Damian, Obijalska Emilia, Jasiński Marcin: Synthesis and Selected Transformations of 2-Unsubstituted Imidazole N-Oxides Using a Ball-Milling Mechanochemical Approach. Catalysts 2022, 12, 589. <https://doi.org/10.3390/catal12060589>
  • Smolobochkin Andrey V., Gazizov Almir S., Burilov Alexander R., Pudovik Mikhael A., Sinyashin Oleg G.: Advances in the synthesis of heterocycles bearing an endocyclic urea moiety. Russ. Chem. Rev. 2021, 90, 395. <https://doi.org/10.1070/RCR4988>
  • Nikitina Polina A., Perevalov Valery P.: Methods of synthesis and physicochemical properties of 1-hydroxyimidazoles, imidazole 3-oxides, and their benzoannulated analogs. Chem Heterocycl Comp 2017, 53, 123. <https://doi.org/10.1007/s10593-017-2030-z>
  • Łukomska-Rogala Marlena, Rybarczyk-Pirek Agnieszka J., Ejsmont Krzysztof, Jasiński Marcin, Palusiak Marcin: Non-covalent interactions of N-phenyl-1,5-dimethyl-1H-imidazole-4-carboxamide 3-oxide derivatives—a case of intramolecular N-oxide hydrogen bonds. Struct Chem 2017, 28, 1229. <https://doi.org/10.1007/s11224-017-0935-x>
  • Antonova Maria M., Baranov Vladimir V., Kravchenko Angelina N.: Methods for the synthesis of 1-substituted 1H-imidazol-2(3H)-ones. Chem Heterocycl Comp 2015, 51, 395. <https://doi.org/10.1007/s10593-015-1716-3>
  • Rybarczyk-Pirek Agnieszka J., Łukomska-Rogala Marlena, Wojtulewski Sławomir, Palusiak Marcin: N-Oxide as a Proton Accepting Group in Multicomponent Crystals: X-ray and Theoretical Studies on New p-Nitropyridine-N-oxide Co-Crystals. Crystal Growth & Design 2015, 15, 5802. <https://doi.org/10.1021/acs.cgd.5b01177>
  • Huang You-ming, Zheng Chang-wu, Zhao Gang: Asymmetric Robinson-Type Annulation Reaction between β-Ketoamides and α,β-Unsaturated Ketones. J. Org. Chem. 2015, 80, 3798. <https://doi.org/10.1021/jo502904n>
  • Antonova M. M., Baranov V. V., Nelyubina Yu. V., Kravchenko A. N.: Novel Transformation of 1-Substituted 1h-Imidazole 3-Oxides. Chem Heterocycl Comp 2014, 50, 1203. <https://doi.org/10.1007/s10593-014-1583-3>
  • Rybarczyk-Pirek Agnieszka J., Łukomska Marlena, Ejsmont Krzysztof, Jasiński Marcin, Palusiak Marcin: Temperature-dependent polymorphism of N-(4-fluorophenyl)-1,5-dimethyl-1H-imidazole-4-carboxamide 3-oxide: experimental and theoretical studies on intermolecular interactions in the crystal state. Struct Chem 2014, 25, 979. <https://doi.org/10.1007/s11224-014-0404-8>
  • Pieczonka Adam M., Strzelczyk Aleksandra, Sadowska Beata, Mlostoń Grzegorz, Stączek Paweł: Synthesis and evaluation of antimicrobial activity of hydrazones derived from 3-oxido-1H-imidazole-4-carbohydrazides. European Journal of Medicinal Chemistry 2013, 64, 389. <https://doi.org/10.1016/j.ejmech.2013.04.023>
  • Mlostoń Grzegorz, Urbaniak Katarzyna, Wojciechowska Alicja, Linden Anthony, Heimgartner Heinz: Unexpected Course of the Reaction of 2-Unsubstituted 1H-Imidazole 3-Oxides with Ethyl Acrylate. J Helv Chim Acta 2012, 95, 577. <https://doi.org/10.1002/hlca.201100519>
  • Mloston Grzegorz, Jasinski Marcin: ChemInform Abstract: Synthesis and Selected Transformations of 3-Oxido-1H-imidazole-4-carboxamides. ChemInform 2011, 42, no. <https://doi.org/10.1002/chin.201102137>
  • Mlostoń Grzegorz, Rygielska Dorota, Jasiński Marcin, Heimgartner Heinz: Optically active imidazoles derived from enantiomerically pure trans-1,2-diaminocyclohexane. Tet Asymm 2011, 22, 669. <https://doi.org/10.1016/j.tetasy.2011.04.005>
  • Mlostoń Grzegorz, Heimgartner Heinz, Jasinski Marcin, Rygielska Dorota: Synthesis of New Imidazole 3-Oxides; Unexpected Deoxygenation of Some Derivatives in the Reaction with 2,2,4,4-Tetramethylcyclobutane-1,3-dithione. HETEROCYCLES 2011, 83, 765. <https://doi.org/10.3987/COM-10-12130>