TRANSFORMATIONS OF 5-HYDRAZINYL-1,2,4-TRIAZINES IN THE REACTION WITH 2,5-NORBORNADIENE

Мұқаба

Дәйексөз келтіру

Толық мәтін

Ашық рұқсат Ашық рұқсат
Рұқсат жабық Рұқсат берілді
Рұқсат жабық Тек жазылушылар үшін

Аннотация

The interaction between 5-hydrazinyl-substituted 1,2,4-triazines and 2,5-norbornadiene at elevated temperature and pressure (in autoclave) have been studied. The 2-aminopyridines, 5-amino-1,2,4-triazines and 6-unsubstituted pyridines are the products of this reaction. The formation of last two products depends on the substituent at C3 position of the triazine.

Авторлар туралы

A. Krinochkin

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

A. Rammohan

Ural Federal University

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg

D. Kopchuk

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

I. Nikonov

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Хат алмасуға жауапты Автор.
Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

E. Starnovskaya

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

E. Sharafieva

Ural Federal University; Ural State Medical University, Ministry of Healthcare of the Russian Federation

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620028, Yekaterinburg

I. Kovalev

Ural Federal University

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg

G. Zyryanov

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

O. Chupakhin

Ural Federal University; I.Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences

Email: igor.nikonov.ekb@gmail.com
Russian, 620002, Yekaterinburg; Russian, 620219, Yekaterinburg

Әдебиет тізімі

  1. Prokhorov A.M., Kozhevnikov D.N. // Chem. Heterocycl. Compd. 2012. V. 48. № 8. P. 1153–1176. https://doi.org/10.1007/s10593-012-1117-9
  2. Wang S.-W., Guo W.-S., Wen Li-R., Li M. // RSC Adv. 2014. V. 4. P. 59218–59220. https://doi.org/10.1039/c4ra11294f
  3. Catozzi N., Bromley W.J., Wasnaire P., Gibson M., Taylor R.J.K. // Synlett. 2007. V. 14. P. 2217–2221. https://doi.org/10.1055/s-2007-984918
  4. Pfüller O.C., Sauer J. // Tetrahedron Lett. 1998. V. 39. № 48. P. 8821–8824. https://doi.org/10.1016/S0040-4039(98)02043-7
  5. Shi B., Lewis W., Campbell I.B., Moody C.J. // Org. Lett. 2009. V. 11. № 16. P. 3686–3688. https://doi.org/10.1021/ol901502u
  6. Savchuk M.I., Shtaitz Y.K., Kopchuk D.S., Zyryanov G.V., Eltsov O.S., Pospelova T.A., Rusinov V.L., Chupa-khin O.N. // Chem. Heterocycl. Comp. 2019. V. 55. P. 985–988. https://doi.org/10.1007/s10593-019-02566-7
  7. Kozhevnikov D.N., Kozhevnikov V.N., Prokhorov A.M., Ustinova M.M., Rusinov V.L., Chupakhin O.N., Aleksandrov G.G., König B. // Tetrahedron Lett. 2006. V. 47. P. 869–872. https://doi.org/10.1016/j.tetlet.2005.12.006
  8. Savchuk M.I., Kopchuk D.S., Taniya O.S., Nikonov I.L., Egorov I.N., Santra S., Zyryanov G.V., Chupakhin O.N., Charushin V.N. // J. Fluoresc. 2021. V. 31. P. 1099–1111. https://doi.org/10.1007/s10895-021-02714-3
  9. Chepchugov N.V., Kopchuk D.S., Kovalev I.S., Zyrya-nov G.V., Rusinov V.L., Chupakhin O.N. // Mendeleev Commun. 2016. V. 26. № 3. P. 220–222. https://doi.org/10.1016/j.mencom.2016.04.014
  10. Kopchuk D.S., Krinochkin A.P., Kovalev I.S., Taniya O.S., Zyryanov G.V., Rusinov V.L., Chupakhin O.N., Petrov A.Yu., Suvorova A.I. // AIP Conf. Proc. 2020. V. 2280. № 1. Article 040024. https://doi.org/10.1063/5.0018034
  11. Kopchuk D.S., Khasanov A.F., Chepchugov N.V., Kovalev I.S., Zyryanov G.V., Rusinov V.L., Chupakhin O.N. // Russ. J. Org. Chem. 2017. V. 53. P. 99–102. https://doi.org/10.1134/S1070428017010183
  12. Kopchuk D.S., Khasanov A.F., Kovalev I.S., Zyryanov G.V., Rusinov V.L., Chupakhin O.N. // Mendeleev Commun. 2013. V. 23. № 4. P. 209–211. https://doi.org/10.1016/j.mencom.2013.07.010
  13. Lorion M., Guillaumet G., Brière J.-F., Suzenet F. // Org. Lett. 2015. V. 17. № 12. P. 3154–3157. https://doi.org/10.1021/acs.orglett.5b01487
  14. Fershtat L.L., Larin A.A., Epishina M.A., Ovchinnikov I.V., Kulikov A.S., Ananyev I.V., Makhova N.N. // RSC Adv. 2016. V. 6. P. 31526–31539. https://doi.org/10.1039/C6RA05110C
  15. Kopchuk D.S., Nikonov I.L., Zyryanov G.V., Kovalev I.S., Rusinov V.L., Chupakhin O.N. // Chem. Heterocycl. Compd. 2014. V. 50. № 6. P. 907–910. https://doi.org/10.1007/s10593-014-1545-9
  16. Kopchuk D.S., Nikonov I.L., Khasanov A.F., Giri K., San-tra S., Kovalev I.S., Nosova E.V., Gundala S., Verkatapu-ram P., Zyryanov G.V., Majee A., Chupakhin O.N. // Org. Biomol. Chem. 2018. V. 16. № 28. P. 5119–5135. https://doi.org/10.1039/c8ob00847g
  17. Bhatt A., Singh R.K., Kant R. // Heterocyclic Chem. 2019. V. 56. P. 696–701. https://doi.org/10.1002/jhet.3451
  18. Nakka M., Tadikonda R., Rayavarapu S., Sarakula P., Vidavalur S. // Synthesis. 2015. V. 47. P. 517–525. https://doi.org/10.1055/s-0034-1378909
  19. Schmidt M.A., Qian X. // Tetrahedron Lett. 2013. V. 54. P. 5721–5726. https://doi.org/10.1016/j.tetlet.2013.08.024
  20. Alekseyev R.S., Amirova S.R., Kabanova E.V., Tere-nin V.I. // Chem. Heterocycl. Compd. 2014. V. 50. № 9. P. 1305–1315. https://doi.org/10.1007/s10593-014-1593-1
  21. Chupakhin O.N., Rusinov V.L., Ulomsky E.N., Kozhevnikov D.N., Neunhoeffer H. // Mendeleev Commun. 1997. V. 7. № 2. P. 66–67. https://doi.org/10.1070/MC1997v007n02ABEH000700
  22. Shabunina O.V., Shtaitz Y.K., Kopchuk D.S., Krinoch-kin A.P., Santra S., Zyryanov G.V., Wang Z., Rusinov V.L., Chupakhin O.N. // Chem. Heterocycl. Compd. 2021. V. 57. № 4. P. 462–466. https://doi.org/10.1007/s10593-021-02924-4
  23. Kozhevnikov V. Preparation of metal-pyridine derivative complexes for use in medical imaging. Patent WO 116037 (A1). 2019.
  24. Shtaitz Ya.K., Savchuk M.I., Starnovskaya E.S., Krinochkin A.P., Kopchuk D.S., Santra S., Zyryanov G.V., Rusinov V.L., Chupakhin O.N. // AIP Conf. Proc. 2019. V. 2063. Article 040050. https://doi.org/10.1063/1.5087382
  25. Savchuk M.I., Starnovskaya E.S., Shtaitz Y.K., Kop-chuk D.S., Nosova E.V., Zyryanov G.V., Rusinov V.L., Chupakhin O.N. // Russ. J. Gen. Chem. 2018. V. 88. P. 2213–2215. https://doi.org/10.1134/S1070363218100316
  26. Kumar N.S., Shafikov M.Z., Whitwood A.C., Donnio B., Karadakov P.B., Kozhevnikov V.N., Bruce D.W. // Chem. Eur. J. 2016. V. 22. P. 8215–8233. https://doi.org/10.1002/chem.201505072
  27. Shafikov M.Z., Kozhevnikov D.N., Bodensteiner M., Brandl F., Czerwieniec R. // Inorg. Chem. 2016. V. 55. P. 7457–7476. https://doi.org/10.1021/acs.inorgchem.6b00704
  28. Krayushkin M.M., Sedishev I.P., Yarovenko V.N., Zavarzin I.V., Kotovskaya S.K., Kozhevnikov D.N., Charu-shin V.N. // Russ. J. Org. Chem. 2008. V. 44. № 3. P. 407–411. https://doi.org/10.1134/S1070428008030160
  29. Wang S.-W., Guo W.-S., Wen L.-R., Li M. // RSC Adv. 2014. V. 4. P. 59218–59220. https://doi.org/10.1039/C4RA11294F
  30. Taylor E.C., McDaniel K.F., Warner J.C. // Tetrahedron Lett. 1987. V. 28. № 18. P. 1977–1980. https://doi.org/10.1016/S0040-4039(00)96024-6
  31. Zhang Y., Tang Q., Luo M. // Org. Biomol. Chem. 2011. V. 9. P. 4977–4982. https://doi.org/10.1039/c1ob05328k
  32. Ren F., Zhang Y., Hu L., Luo M. // Arkivoc. 2013. V. 3. P. 165–173. https://doi.org/10.3998/ark.5550190.0014.313

Қосымша файлдар

Қосымша файлдар
Әрекет
1. JATS XML
Жүктеу
2.

Жүктеу (83KB)
Метадеректер

© А.П. Криночкин, А. Раммохан, Д.С. Копчук, И.Л. Никонов, Е.С. Старновская, Э.Р. Шарафиева, И.С. Ковалёв, Г.В. Зырянов, О.Н. Чупахин, 2023

Осы сайт cookie-файлдарды пайдаланады

Біздің сайтты пайдалануды жалғастыра отырып, сіз сайттың дұрыс жұмыс істеуін қамтамасыз ететін cookie файлдарын өңдеуге келісім бересіз.< / br>< / br>cookie файлдары туралы< / a>