Cascade reactions for constructing heterocycles containing a pyrimidino-pyrazino-pyrimidine core using 1,2,4-triazole scaffolds |
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Authors: | Dmytro M. Khomenko Roman O. Doroshchuk Ilona V. Raspertova Jesús García López Fernando López Ortiz Sergiu Shova Oleg A. Iegorov Rostyslav D. Lampeka |
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Affiliation: | 1. Department of Chemistry, Kyiv National Taras Shevchenko University, Volodymyrska St. 64, Kyiv 01601, Ukraine;2. Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Ctra. Sacramento s/n, 04120 Almería, Spain;3. Institute of Chemistry, Academy of Sciences of Moldova, Academiei Str. 3, Chisinãu 2028, Republic of Moldova;4. Enamine Ltd, Vul. Oleksandra Matrosova 23, Kyiv 01103, Ukraine |
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Abstract: | The regioselective cyclocondensation of aminoethyl-1,2,4-triazoles and glyoxal provides pentacyclic heterocycles in which two 7,8-dihydro-5H-6λ2-[1,2,4]triazolo[1,5-c]pyrimidine systems are connected through CH(OH) bridges generating a central piperazine-2,5-diol ring. The structure of the new compounds was elucidated based on 1H, 13C and 15N NMR spectroscopic methods. The molecular structure of the parent compound generated from aminoethyl-1,2,4-triazole was established by single crystal X-ray diffraction. |
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Keywords: | Corresponding author at: Department of Chemistry, Kyiv National Taras Shevchenko University, Volodymyrska St. 64, Kyiv 01601, Ukraine. 1,2,4-Triazole Cyclization Pyrazine Conformationally rigid |
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