Synthesis and Evidence for the Stereo/Region‐Specific Structure of 5,7‐Di(het)aryl‐4,5,6,7‐tetrahydro‐6‐nitroazolo[1,5‐ <i>a</i> ]pyrimidines
The series of new 2-substituted-5,7-di(het)aryl-6-nitro-4,5,6,7-tetrahydroazolo[1,5-a]pyrimidines were synthesized by reaction between imine and 1-substituted 2-nitroethylene derivatives. The structure of the obtained compounds including stereochemical configuration was confirmed by NMR techniques such as <sup>1</sup>H, <sup>13</sup>C, 2D <sup>1</sup>H-<sup>1</sup>H (gNOESY), <sup>1</sup>H-<sup>13</sup>C (gHSQC, gHMBC) 2D <sup>1</sup>H-<sup>15</sup>N gHMBC and XRD method, additionally. For the obtained compounds, the signals of all hydrogen, carbon, and nitrogen nuclei in the NMR spectra were associated using two-dimensional NMR experiments. Based on the analysis of the spin-spin coupling constants (SSCC), it was found that the target compounds were obtained in the form of trans-trans isomers.
Authors
- Elena A. Fesenko (ORCID: https://orcid.org/0009-0008-4414-8644)
- Павел А. Слепухин (ORCID: https://orcid.org/0000-0001-8132-9905)
- В. Л. Русинов (ORCID: https://orcid.org/0000-0002-1705-4078)
- Oleg S. Eltsov (ORCID: https://orcid.org/0000-0002-4681-2616)
- Ilya I. Butorin (ORCID: https://orcid.org/0000-0003-3403-5079)
- D. D. Chirkov (ORCID: https://orcid.org/0000-0002-8027-1753)
Institutions
- Ural Federal University (RU)
- Institute of Organic Synthesis (RU)
Publication Details
- Journal
- Magnetic Resonance in Chemistry
- Published
- 2025-09-26
- DOI
- https://doi.org/10.1002/mrc.70048
- Primary Topic
- Synthesis and Reactivity of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.00