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Collect. Czech. Chem. Commun. 2002, 67, 1223-1235
https://doi.org/10.1135/cccc20021223

Covalent Analogues of DNA Base-Pairs and Triplets IV. Synthesis of Trisubstituted Benzenes Bearing Purine and/or Pyrimidine Rings by Cyclotrimerization of 6-Ethynylpurines and/or 5-Ethynyl-1,3-dimethyluracil

Michal Hoceka,*, Irena G. Staráa, Ivo Starýa and Hana Dvořákováb

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, CZ-16610 Prague 6, Czech Republic
b Central Laboratory of NMR, Institute of Chemical Technology, Prague, CZ-16628 Prague 6, Czech Republic

Crossref Cited-by Linking

  • Bilbao Nerea, Vázquez‐González Violeta, Aranda M. Teresa, González‐Rodríguez David: Synthesis of 5‐/8‐Halogenated or Ethynylated Lipophilic Nucleobases as Potential Synthetic Intermediates for Supramolec­ular Chemistry. Eur J Org Chem 2015, 2015, 7160. <https://doi.org/10.1002/ejoc.201501026>
  • Křováček M., Dvořák D.: Synthesis of Potentially Biologically Active 6‐(1,3‐Butadiynyl)purines. Journal of Heterocyclic Chem 2015, 52, 40. <https://doi.org/10.1002/jhet.1938>
  • Majumdar K. C., Ghosh Tapas: Synthesis and Mesomorphic Behavior of Novel Calamitic Liquid Crystalline Dimesogens Possessing a Cholesteryl Moiety Connected to a Pyrimidine Core. Molecular Crystals and Liquid Crystals 2013, 577, 15. <https://doi.org/10.1080/15421406.2013.779180>
  • Standara Stanislav, Bouzková Kateřina, Straka Michal, Zacharová Zuzana, Hocek Michal, Marek Jaromír, Marek Radek: Interpretation of substituent effects on 13C and 15N NMR chemical shifts in 6-substituted purines. Phys Chem Chem Phys 2011, 13, 15854. <https://doi.org/10.1039/c1cp20680j>
  • Klečka Martin, Křováček Martin, Tobrman Tomáš, Dvořák Dalimil: Synthesis of (E)-6-alkenylpurines via Pd-catalyzed stannation/protodestannation tandem process of alkynylpurines. Collect. Czech. Chem. Commun. 2010, 75, 313. <https://doi.org/10.1135/cccc2009563>
  • van Otterlo Willem A. L., de Koning Charles B.: Metathesis in the Synthesis of Aromatic Compounds. Chem. Rev. 2009, 109, 3743. <https://doi.org/10.1021/cr900178p>
  • Kuchař Martin, Pohl Radek, Votruba Ivan, Hocek Michal: Synthesis of Purines Bearing Functionalized C‐Substituents by the Conjugate Addition of Nucleophiles to 6‐Vinylpurines and 6‐Ethynylpurines. Eur J Org Chem 2006, 2006, 5083. <https://doi.org/10.1002/ejoc.200600545>
  • Novák Petr, Pohl Radek, Kotora Martin, Hocek Michal: Synthesis of C-Aryldeoxyribosides by [2 + 2 + 2]-Cyclotrimerization Catalyzed by Rh, Ni, Co, and Ru Complexes. Org Lett 2006, 8, 2051. <https://doi.org/10.1021/ol060454m>
  • Turek Pavel, Kotora Martin, Hocek Michal, Votruba Ivan: Novel Method for Preparation of Highly Substituted 6-Arylpurines by Reactions of 6-Alkynylpurines with Zirconacyclopentadienes. Collect. Czech. Chem. Commun. 2005, 70, 339. <https://doi.org/10.1135/cccc20050339>
  • Nauš Petr, Votruba Ivan, Hocek Michal: Covalent Analogues of DNA Base-Pairs and Triplets VII. Synthesis and Cytostatic Activity of Bis(purin-6-yl)acetylene and -diacetylene Nucleosides. Collect. Czech. Chem. Commun. 2004, 69, 1955. <https://doi.org/10.1135/cccc20041955>
  • Hocek Michal, Stara Irena G., Stary Ivo, Dvorakova Hana: Covalent Analogues of DNA Base‐Pairs and Triplets. Part 4. Synthesis of Trisubstituted Benzenes Bearing Purine and/or Pyrimidine Rings by Cyclotrimerization of 6‐Ethynylpurines and/or 5‐Ethynyl‐1,3‐dimethyluracil. ChemInform 2003, 34. <https://doi.org/10.1002/chin.200305174>
  • Hocek Michal: Syntheses of Purines Bearing Carbon Substituents in Positions 2, 6 or 8 by Metal‐ or Organometal‐Mediated C−C Bond‐Forming Reactions. Eur J Org Chem 2003, 2003, 245. <https://doi.org/10.1002/ejoc.200390025>
  • Turek Pavel, Kotora Martin, Hocek Michal, Cı́sařová Ivana: [2+2+2]-Co-cyclotrimerization 6-alkynylpurines with diynes: a method for preparation of 6-arylpurines. Tetrahetron Lett 2003, 44, 785. <https://doi.org/10.1016/S0040-4039(02)02643-6>
  • Hocek Michal, Dvořáková Hana, Císařová Ivana: Covalent Analogues of DNA Base-Pairs and Triplets V. Synthesis of Purine-Purine and Purine-Pyrimidine Conjugates Connected by Diverse Types of Acyclic Carbon Linkages. Collect. Czech. Chem. Commun. 2002, 67, 1560. <https://doi.org/10.1135/cccc20021560>