Trifluoromethyl-substituted Di- and Tetrahydroazolopyrimidines |
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Authors: | S. M. Desenko E. S. Gladkov V. G. Nenaidenko O. V. Shishkin S. V. Shishkina |
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Affiliation: | (1) Institute for Single Crystals, National Academy of Sciences of Ukraine, Kharkov, 61001, Ukraine;(2) M. V. Lomonosov Moscow State University, Moscow, 119899, Russia |
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Abstract: | The condensation of 4,4,4-trifluoro-1-phenylbut-1-en-3-one with 2-aminobenzimidazole, 3-amino-1,2,4-triazole, and 5-aminotetrazole gives hydroxy-substituted tetrahydro derivatives of pyrimido[1,2-a]benzimidazole, and of 1,2,4-triazolo-, and tetrazolo[1,5-a]pyrimidine. Dehydration of them to the corresponding dihydroazolopyrimidines has been carried out. An X-ray structural investigation was carried out and the molecular structure of 5-hydroxy-7-phenyl-5-trifluoromethyl-4,5,5,7-tetrahydrotetrazolo[1,5-a]pyrimidine is discussed. |
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Keywords: | azolopyrimidines trifluoromethyl-substituted unsaturated ketones heterocyclization stereochemistry |
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