Metal-free hydroarylation of the side chain carbon–carbon double bond of 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles in triflic acid

Anna S. Zalivatskaya, Dmitry S. Ryabukhin, Marina V. Tarasenko, Alexander Yu. Ivanov, Irina A. Boyarskaya, Elena V. Grinenko, Ludmila V. Osetrova, Eugeniy R. Kofanov and Aleksander V. Vasilyev
Beilstein J. Org. Chem. 2017, 13, 883–894. https://doi.org/10.3762/bjoc.13.89

Supporting Information

Supporting Information File 1: Experimental part, NMR spectra and DFT calculations.
Format: PDF Size: 8.9 MB Download

Cite the Following Article

Metal-free hydroarylation of the side chain carbon–carbon double bond of 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles in triflic acid
Anna S. Zalivatskaya, Dmitry S. Ryabukhin, Marina V. Tarasenko, Alexander Yu. Ivanov, Irina A. Boyarskaya, Elena V. Grinenko, Ludmila V. Osetrova, Eugeniy R. Kofanov and Aleksander V. Vasilyev
Beilstein J. Org. Chem. 2017, 13, 883–894. https://doi.org/10.3762/bjoc.13.89

How to Cite

Zalivatskaya, A. S.; Ryabukhin, D. S.; Tarasenko, M. V.; Ivanov, A. Y.; Boyarskaya, I. A.; Grinenko, E. V.; Osetrova, L. V.; Kofanov, E. R.; Vasilyev, A. V. Beilstein J. Org. Chem. 2017, 13, 883–894. doi:10.3762/bjoc.13.89

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 145.0 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Baykov, S. V.; Shetnev, A. A.; Semenov, A. V.; Baykova, S. O.; Boyarskiy, V. P. Room Temperature Synthesis of Bioactive 1,2,4-Oxadiazoles. International journal of molecular sciences 2023, 24, 5406. doi:10.3390/ijms24065406
  • Sidneva, V. V.; Tarasenko, M. V.; Kofanov, E. R. One-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles containing an alkenyl moiety. Chemistry of Heterocyclic Compounds 2022, 58, 349–353. doi:10.1007/s10593-022-03096-5
  • Puzanov, A. I.; Ryabukhin, D. S.; Zalivatskaya, A. S.; Zakusilo, D. N.; Mikson, D. S.; Boyarskaya, I. A.; Vasilyev, A. V. Synthesis of 5-arylacetylenyl-1,2,4-oxadiazoles and their transformations under superelectrophilic activation conditions. Beilstein journal of organic chemistry 2021, 17, 2417–2424. doi:10.3762/bjoc.17.158
  • Sun, X.; Gong, M.; Huang, M.; Li, Y.; Kim, J. K.; Kovalev, V.; A, S. E.; Wu, Y. "One-Pot" Synthesis of γ-Pyrones from Aromatic Ketones/Heteroarenes and Carboxylic Acids. The Journal of organic chemistry 2020, 85, 15051–15061. doi:10.1021/acs.joc.0c01924
  • Arabi, A. A. Atomic and molecular properties of nonclassical bioisosteric replacements of the carboxylic acid group. Future medicinal chemistry 2020, 12, 1111–1120. doi:10.4155/fmc-2019-0278
  • Sharonova, T.; Pankrat'eva, V.; Savko, P.; Baykov, S. V.; Shetnev, A. Facile room-temperature assembly of the 1,2,4-oxadiazole core from readily available amidoximes and carboxylic acids. Tetrahedron Letters 2018, 59, 2824–2827. doi:10.1016/j.tetlet.2018.06.019
  • Konovalov, A. I.; Antipin, I. S.; Burilov, V.; Madzhidov, T. I.; Kurbangalieva, A.; Nemtarev, A. V.; Solovieva, S. E.; Stoikov, I. I.; Mamedov, V. A.; Zakharova, L. Y.; Gavrilova, E. L.; Sinyashin, O. G.; Balova, I. A.; Vasilyev, A. V.; Zenkevich, I. G.; Krasavin, M. Y.; Kuznetsov, M. A.; Molchanov, A. P.; Novikov, M. S.; Nikolaev, V. A.; Rodina, L. L.; Khlebnikov, A. F.; Beletskaya, I. P.; Vatsadze, S. Z.; Gromov, S. P.; Zyk, N. V.; Lebedev, A. T.; Lemenovskii, D. A.; Petrosyan, V. S.; Nenaidenko, V. G.; Negrebetskii, V. V.; Baukov, Y. I.; Shmigol, T. A.; Korlyukov, A. A.; Tikhomirov, A. S.; Shchekotikhin, A. E.; Traven, V. F.; Voskresenskii, L. G.; Zubkov, F. I.; Golubchikov, O. A.; Semeikin, A. S.; Berezin, D. B.; Stuzhin, P. A.; Filimonov, V. D.; Krasnokutskaya, E. A.; Fedorov, A. Y.; Nyuchev, A. V.; Orlov, V. Y.; Begunov, R. S.; Rusakov, A. I.; Kolobov, A. V.; Kofanov, E. R.; Fedotova, O. V.; Egorova, A. Y.; Charushin, V. N.; Chupakhin, O. N.; Klimochkin, Y. N.; Osyanin, V. A.; Reznikov, A. N.; Fisyuk, A. S.; Sagitullina, G. P.; Aksenov, A. V.; Aksenov, N. A.; Grachev, M. K.; Maslennikova, V. I.; Koroteev, M. P.; Brel, A. K.; Lisina, S. V.; Medvedeva, S. M.; Shikhaliev, K. S.; Suboch, G. A.; Tovbis, M. S.; Mironovich, L. M.; Ivanov, S. M.; Kurbatov, S. V.; Kletskii, M. E.; Burov, O. N.; Kobrakov, K. I.; Kuznetsov, D. N. Modern Trends of Organic Chemistry in Russian Universities. Russian Journal of Organic Chemistry 2018, 54, 157–371. doi:10.1134/s107042801802001x
  • Ryabukhin, D. S.; Lisakova, A. D.; Zalivatskaya, A. S.; Boyarskaya, I. A.; Starova, G. L.; Trifonov, R. E.; Ostrovskii, V. A.; Vasilyev, A. V. Transformations of 5-(2-arylethynyl)-2-methyl-2H-tetrazoles under superelectrophilic activation. Tetrahedron 2018, 74, 1838–1849. doi:10.1016/j.tet.2018.02.050
  • Vasilyev, A. V.; Sakhabutdinova, G. N. SYNTHESIS AND TRANSFORMATIONS OF SOME FIVE- AND SIX-MEMBERED HETEROCYCLES IN STRONG ACIDS. Bashkir chemistry journal 2018, 25, 5. doi:10.17122/bcj-2018-1-5-12
Other Beilstein-Institut Open Science Activities