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Collect. Czech. Chem. Commun. 2010, 75, 919-929
Published online 2010-09-09 06:47:02

Conjugated nitroalkenes in cycloaddition reactions. Part 2. Diels–Alder reactions of E-2-aryl-1-cyano-1-nitroethenes with cyclopentadiene

Radomir Jasiński*, Michał Rzyman and Andrzej Barański

Institute of Organic Chemistry and Technology, Cracow University of Technology, 31-155 Kraków, Poland

Crossref Cited-by Linking

  • Jasiński Radomir, Kula Karolina, Kącka Agnieszka, Mirosław Barbara: Unexpected course of reaction between (E)-2-aryl-1-cyano-1-nitroethenes and diazafluorene: why is there no 1,3-dipolar cycloaddition?. Monatsh Chem 2017, 148, 909. <>
  • Jasiński Radomir: First example of stepwise, zwitterionic mechanism for bicyclo[2.2.1]hept-5-ene (norbornene) formation process catalyzed by the 1-butyl-3-methylimidazolium cations. Monatsh Chem 2016, 147, 1207. <>
  • Jasiński Radomir, Mirosław Barbara, Demchuk Oleg M., Babyuk Dmytro, Łapczuk-Krygier Agnieszka: In the search for experimental and quantumchemical evidence for zwitterionic nature of (2 E )-3-[4-(dimethylamino)phenyl]-2-nitroprop-2-enenitrile – An extreme example of donor–π–acceptor push–pull molecule. Journal of Molecular Structure 2016, 1108, 689. <>
  • Baichurin R. I., Aboskalova N. I., Trukhin E. V., Berestovitskaya V. M.: Aryl(hetaryl)-containing gem-cyanonitroethenes: Synthesis, structure, and reactions with 2,3-dimethyl-1,3-butadiene. Russ J Gen Chem 2015, 85, 1845. <>
  • Łapczuk-Krygier A., Ponikiewski Ł., Jasiński R.: The crystal structure of (1RS,4RS,5RS,6SR)-5-cyano-5-nitro-6-phenyl-bicyclo[2.2.1]hept-2-ene. Crystallogr. Rep. 2014, 59, 961. <>
  • Jasiński Radomir, Kwiatkowska Magdalena, Sharnin Valentin, Barański Andrzej: Experimental and theoretical studies of Diels–Alder reaction between methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate and cyclopentadiene. Monatsh Chem 2013, 144, 327. <>
  • Pieczonka Adam Marek, Mlostoń Grzegorz, Heimgartner Heinz: Synthesis of Bis-Heterocyclic 1H-Imidazole 3-Oxides from 3-Oxido-1H-imidazole-4-carbohydrazides. J Helv Chim Acta 2012, 95, 404. <>
  • Jasiński Radomir, Kwiatkowska Magdalena, Barański Andrzej: Kinetics of the [4+2] cycloaddition of cyclopentadiene with (E)-2-aryl-1-cyano-1-nitroethenes. Chem Monthly 2012, 143, 895. <>
  • Mlostoń Grzegorz, Jasiński Marcin, Heimgartner Heinz: Straightforward Access to (Imidazol-2-yl)acetates by Reaction of 2-Unsubstituted Imidazole 3-Oxides with Dimethyl Acetylenedicarboxylate. Eur J Org Chem 2011, 2011, 2542. <>
  • Mlostoń Grzegorz, Pieczonka Adam Marek, Kowalczyk Ewelina, Linden Anthony, Heimgartner Heinz: Synthesis and Selected Reactions of Hydrazides Containing an Imidazole Moiety. J Helv Chim Acta 2011, 94, 1764. <>
  • Jasiński Radomir, Kwiatkowska Magdalena, Barański Andrzej: Stereoselectivity and kinetics of [4 + 2] cycloaddition reaction of cyclopentadiene to para‐substituted E‐2‐arylnitroethenes. J of Physical Organic Chem 2011, 24, 843. <>
  • Volkova Yulia A., Averina Elena B., Grishin Yuri K., Rybakov Victor B., Kuznetsova Tamara S., Zefirov Nikolai S.: A simple nitration of electrophilic alkenes with tetranitromethane in the presence of triethylamine. Synthesis of functionalized β-nitroalkenes. Tetrahedron Letters 2011, 52, 2910. <>
  • Jasiński Radomir, Koifman Oskar, Barański Andrzej: A B3LYP/6-31G(d) study of Diels-Alder reactions between cyclopentadiene and (E)-2-arylnitroethenes. cent.eur.j.chem. 2011, 9, 1008. <>