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Synthesis and Evidence for the Stereo/Region‐Specific Structure of 5,7‐Di(het)aryl‐4,5,6,7‐tetrahydro‐6‐nitroazolo[1,5‐a]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… Click to show full abstract

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 1H, 13C, 2D 1H‐1H (gNOESY), 1H‐13C (gHSQC, gHMBC) 2D 1H‐15N 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.

Keywords: evidence stereo; structure; synthesis evidence; het aryl; het

Journal Title: Magnetic Resonance in Chemistry
Year Published: 2025

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