Synthesis of ([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)phosphonates and their benzo derivatives via 5-exo-dig cyclization

Aleksandr S. Krylov, Artem A. Petrosian, Julia L. Piterskaya, Nataly I. Svintsitskaya and Albina V. Dogadina
Beilstein J. Org. Chem. 2019, 15, 1563–1568. https://doi.org/10.3762/bjoc.15.159

Supporting Information

Supporting Information File 1: Experimental procedures, characterization data, and copies of 1H, 13C, and 31P NMR spectra for obtained compounds.
Format: PDF Size: 4.4 MB Download
Supporting Information File 2: Crystallographic data for compound 5b (CCDC 1876881).
Format: CIF Size: 17.0 KB Download
Supporting Information File 3: Crystallographic data for compound 12a (CCDC 1906114).
Format: CIF Size: 277.6 KB Download
Supporting Information File 4: Crystallographic data for compound 14b (CCDC 1876879).
Format: CIF Size: 367.1 KB Download

Cite the Following Article

Synthesis of ([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)phosphonates and their benzo derivatives via 5-exo-dig cyclization
Aleksandr S. Krylov, Artem A. Petrosian, Julia L. Piterskaya, Nataly I. Svintsitskaya and Albina V. Dogadina
Beilstein J. Org. Chem. 2019, 15, 1563–1568. https://doi.org/10.3762/bjoc.15.159

How to Cite

Krylov, A. S.; Petrosian, A. A.; Piterskaya, J. L.; Svintsitskaya, N. I.; Dogadina, A. V. Beilstein J. Org. Chem. 2019, 15, 1563–1568. doi:10.3762/bjoc.15.159

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: 144.8 KB Download

Citations to This Article

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

Scholarly Works

  • Sokolov, A. A.; Egorov, D. M.; Dogadina, A. V.; Svintsitskaya, N. I. Phosphorus-Containing Alkynes in the Synthesis of Heterocyclic Compounds (A Review). Russian Journal of General Chemistry 2024, 94, 558–590. doi:10.1134/s1070363224030095
  • Nosova, N. A.; Fatuev, E. D.; Krylov, A. S.; Egorov, D. M. Synthesis and phosphonylation of 6-amino-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles. Журнал общей химии 2023, 93, 1875–1883. doi:10.31857/s0044460x23120077
  • Nosova, N. A.; Fatuev, E. D.; Krylov, A. S.; Egorov, D. M. Synthesis and Phosphonylation of 6-Amino-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles. Russian Journal of General Chemistry 2023, 93, 3081–3088. doi:10.1134/s1070363223120071
  • Mohite, P.; Nahar, D.; Pawara, R.; Alqahtani, T.; Eldin, S. M.; Mukherje, N.; Rahman Mohammad Said Al-Tawaha, A.; Iqbal, R.; Bawazeer, S.; Ali, I. Triazolopyridine, a leitmotif of synthetic methods and pharmacological attributes: An extensive review. Arabian Journal of Chemistry 2023, 16, 105181. doi:10.1016/j.arabjc.2023.105181
  • Sokolov, A. A.; Egorov, D. M.; Pronina, Y. A.; Ramsh, S. M.; Stepakov, A. V. 1,3-Dipolar Cycloaddition of Stable Azomethine Ylide Based on Ninhydrin and L-Proline to Phosphorylated Acetylenes. Russian Journal of General Chemistry 2023, 93, 1694–1699. doi:10.1134/s1070363223070083
  • Sokolov, A. A.; Egorov, D. M.; Pronina, Y. A.; Ramsh, S. M.; Stepakov, A. V. 1,3-dipolar cycloaddition of stable azomethine ylide based on ninhydrin and l-proline to phosphorylated acetylenes. Журнал общей химии 2023, 93, 1050–1056. doi:10.31857/s0044460x23070089
  • Dakuo, K. N.; Krylov, A. S.; Svintsitskaya, N. I. Reactions of Tetramethyl Ethynyldiphosphonate with Substituted 2-Aminopyridines. Russian Journal of General Chemistry 2022, 92, 2267–2272. doi:10.1134/s107036322211010x
  • Khidre, R. E.; Salem, M. A.; Ameen, T. A.; Abdelgawad, A. A. M. Triazoloquinolines II: Synthesis, Reactions, and Pharmacological Properties of [1,2,4]Triazoloquinoline and 1,2,4-Triazoloisoquinoline Derivatives. Polycyclic Aromatic Compounds 2021, 43, 13–53. doi:10.1080/10406638.2021.2008457
  • Babushkina, A. A.; Dogadina, A. V.; Egorov, D. M.; Piterskaia, J. L.; Shtro, A. A.; Nikolaeva, Y. V.; Galochkina, A. V.; Kornev, A. A.; Boitsov, V. M. Efficient synthesis and evaluation of antiviral and antitumor activity of novel 3-phosphonylated thiazolo[3,2-a]oxopyrimidines. Medicinal Chemistry Research 2021, 30, 1–13.
  • Ferreira, V. F.; da Silva, T. d. B.; Pauli, F. P.; Ferreira, P. G.; da S. M. Forezi, L.; Lima, C. G. S.; da Silva, F. d. C. Dimroth´s Rearrangement as a Synthetic Strategy Towards New Heterocyclic Compounds. Current Organic Chemistry 2020, 24, 1999–2018. doi:10.2174/1385272824999200805114837
  • Kaskevich, K. I.; Babushkina, A. A.; Gurzhiy, V. V.; Egorov, D. M.; Svintsitskaya, N. I.; Dogadina, A. V. Synthesis of 3(2)-phosphonylated thiazolo[3,2-a]oxopyrimidines. Beilstein journal of organic chemistry 2020, 16, 1947–1954. doi:10.3762/bjoc.16.161
  • Krylov, A. S.; Denisova, A. S.; Erkhitueva, E. B.; Dogadina, A. V. Reactions of Chloroethynylphosphonates with 2-Aminoquinoline and 1-Aminoisoquinoline. Russian Journal of General Chemistry 2019, 89, 2597–2600. doi:10.1134/s1070363219120417
  • Zavyalova, A. G.; Erkhitueva, E. B.; Svintsitskaya, N. I.; Dogadina, A. V. Synthesis of Symmetrical N-(Het)aryl-C-phosphonoacetamidines. Russian Journal of General Chemistry 2019, 89, 2390–2399. doi:10.1134/s1070363219120119
Other Beilstein-Institut Open Science Activities