Heterocyclization of 2-Acetylcyclopentanone

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详细

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.

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作者简介

Gevorg Danagulyan

Russian-Armenian University; Scientific Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia

编辑信件的主要联系方式.
Email: gevorg.danagulyan@rau.am
ORCID iD: 0000-0002-3591-4529
亚美尼亚, 123, Hovsep Emin St., Yerevan, 0051; 26, Azatutyan Ave., Yerevan, 0014

Tigran Georgyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia

Email: gevorg.danagulyan@rau.am
亚美尼亚, 26, Azatutyan Ave., Yerevan, 0014

Aida Boyakhchyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia

Email: gevorg.danagulyan@rau.am
亚美尼亚, 26, Azatutyan Ave., Yerevan, 0014

Anna Danagulyan

Russian-Armenian University; Scientific Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia

Email: gevorg.danagulyan@rau.am
亚美尼亚, 123, Hovsep Emin St., Yerevan, 0051; 26, Azatutyan Ave., Yerevan, 0014

参考

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  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.
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  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. Danagulyan G.G., Ostrovskii V.A., Gharibyan V.K. ЖОрХ, 2022, 58 (11), 1229–1233. [Russ. J. Org. Chem. 2022, 58, 1648–1651.] doi: 10.1134/S1070428022110136

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1. JATS XML
2. Scheme 1

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3. Scheme 2

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4. Fig. 1. Two-dimensional 1H–1H correlation spectrum of the compound 6 (NOESY NMR 1H).

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5. Scheme 3

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6. Scheme 4

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7. Scheme 5

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8. Scheme 6

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9. Fig. 2. Two-dimensional 1H–1H correlation spectrum of the compound 15 (NOESY NMR 1H).

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10. Fig. 3. Two-dimensional 1H–1H correlation spectrum of the YEO (NOESY NMR 1H) of compound 16.

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11. Scheme 7

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12. Fig. 4. Two-dimensional 1H–1H correlation spectrum of the YEO (NOESY NMR 1H) of compound 17.

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