New spiro-fused 2-nitrocyclopropanecarboxylates: Synthesis and structure |
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Institution: | 1. Herzen State Pedagogical University of Russia, 191186 St. Petersburg, Russian Federation;2. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;3. G. V. Plekhanov Russian University of Economics, 117997 Moscow, Russian Federation;4. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation;1. M. V. Lomonosov Institute of Fine Chemical Technologies, MIREA – Russian Technological University, 119454 Moscow, Russian Federation;2. St. Petersburg State University, 199034 St. Petersburg, Russian Federation;3. Immanuel Kant Baltic Federal University, 236016 Kaliningrad, Russian Federation;1. Department of Materials Science, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;2. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation |
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Abstract: | Reactions of alkyl 3-bromo-3-nitroacrylates with cyclic CH-acids, Meldrum’s acid or 3-methyl-1-phenylpyrazol-5-one, afford new spiro-fused 2-nitrocyclopropanecarboxylates. In the case of Meldrum’s acid, the products are formed as individual diastereomers. The obtained experimental results are confirmed by quantum chemical calculations (B3LYP/6-311+G(d,p) taking into account solvent effects). |
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Keywords: | 1-halo-1-nitroethenes 3-bromo-3-nitroacrylates Meldrum’s acid 3-methyl-1-phenylpyrazol-5-one nitrocyclopropane spirocyclopropane |
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