Heterocyclization of 2-Acetylcyclopentanone

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

Based on 2-acetylcyclopentanone, the synthesis of various heterocycles has been studied, in particular, derivatives of pyrazole, pyrimidine, condensed systems of pyrazolo[1,5-a]pyrimidine and 1,2,4-triazolo[1,5-a]pyrimidine, as well as their methyl iodides. Due to the observed nuclear Overhauser effect (NOE), in a number of cases, the structure of the synthesized substances could be proven only by using the NOESY NMR spectroscopy technique. An effective method for using NMR spectroscopy to prove the structures of the synthesized substances is proposed, by obtaining their methyl iodides and then studying the spectra of the resulting salts.

About the authors

G. G. Danagulyan

Russian-Armenian University; The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Email: gevorg.danagulyan@rau.am
Yerevan, Armenia

T. E. Georgyan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

A. P. Boyakhchyan

The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

A. G. Danagulyan

Russian-Armenian University; The Scientific Technological Center of Organic and Pharmaceutical Chemistry NAS RA

Yerevan, Armenia

References

  1. Shokova E.A., Kim J.K., Kovalev V.V. Russ. J. Org. Chem. 2015, 51, 755–830. doi: 10.1134/S1070428015060019
  2. Данагулян Г.Г., Бояхчян А.П., Туманян А.К., Киноян Ф.С., Григорян Т.А. Хим. ж. Армении. 2013, 66, 76–83.
  3. Danagulyan G.G., Panosyan H.A., Gharibyan V.K., Hasratyan A.H. Molecules. 2023, 28 (6), 2869. doi: 10.3390/molecules28062869.
  4. Danagulyan G.G., Arakelyan M.R., Aksenov N.A., Panosyan H.A., Ayvazyan A.G., Hasratyan A.H. J. Molec. Str. 2023, 136676 (MOLSTR_136676). doi: 10.1016/j.molstruc.2023.136676.
  5. Ried W., Kocher E.-U. Lieb. Ann. Chem. 1961, 647 (1), 116–144. doi: 10.1002/jlac.19616470117
  6. Petrov A.A., Kasatochkin A.N., Emelina E.E. Russ. J. Org. Chem. 2012, 48, 1111−1120. doi: 10.1134/S1070428012080131
  7. Portilla J., Quiroga J., Nogueras M., Cobo J. Tetrahedron. 2012, 68, 988–994. doi: 10.1016/j.tet.2011.12.001
  8. Кост А.Н., Сaгитуллин Р.С., Данагулян Г.Г. ХГС. 1976, 5, 706−708.
  9. Shaban M.A.E., Morgaan A.E.A. Adv. Heterocycl. Chem. 1999, 73, 131−177. doi: 10.1016/S0065-2725(08)60942-3
  10. El Ashry E.S.H., Rashed N. Adv. Heterocycl. Chem. 1998, 72, 127–224. doi: 10.1016/S0065-2725(08)60316-5
  11. Danagulyan G.G., Saakyan L.G., Zalinyan M.G. Chem. Heterocycl. Compd. 1992, 8, 186−188.
  12. Chem. Heterocycl. Compd. 1994, 5, 1332−1334.
  13. Danagulyan G.G., Boyakhchyan A.P., Tumanyan A.K., Danagulyan A.G., Araqelyan M.R. Chem. J. Arm. 2020, 73 (4), 349–358. http://chemjournal.sci.am; https://arar.sci.am/publication/287795
  14. Russ. J. Org. Chem. 2022, 58, 1648–1651. doi: 10.1134/S1070428022110136

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2025 Russian Academy of Sciences

Согласие на обработку персональных данных

 

Используя сайт https://journals.rcsi.science, я (далее – «Пользователь» или «Субъект персональных данных») даю согласие на обработку персональных данных на этом сайте (текст Согласия) и на обработку персональных данных с помощью сервиса «Яндекс.Метрика» (текст Согласия).