Heterocyclization of 2-Acetylcyclopentanone

Gevorg G. Danagulyan; Данагулян Геворг Грачевич; Tigran E. Georgyan; Георгян Тигран Эдикович; Aida P. Boyakhchyan; Бояхчян Аида Пайлаковна; Anna G. Danagulyan; Данагулян Анна Геворговна

doi:10.31857/S0514749225040056

Heterocyclization of 2-Acetylcyclopentanone

Authors: Danagulyan G.G.¹^,2, Georgyan T.E.², Boyakhchyan A.P.², Danagulyan A.G.¹^,2
Affiliations:
1. Russian-Armenian University
2. Scientific Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia
Issue: Vol 61, No 4 (2025)
Pages: 393-403
Section: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
URL: https://jdigitaldiagnostics.com/0514-7492/article/view/689621
DOI: https://doi.org/10.31857/S0514749225040056
EDN: https://elibrary.ru/SDIXYJ
ID: 689621

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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.

Keywords

2-acetylcyclopentanone, pyrimidine, pyrazolo[1,5-a]pyrimidine, NOESY, 1,2,4-triazolo[1,5-a]pyrimidine, alkylation

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