This article is cited in 5 papers

Communications

New spiro-fused 2-nitrocyclopropanecarboxylates: Synthesis and structure

V. V. Pelipko^a, R. I. Baichurin^a, K. A. Lyssenko^bc, E. V. Kondrashov^d, S. V. Makarenko<sup>a

a</sup> Herzen State Pedagogical University of Russia, St. Petersburg, Russian Federation
^b G.V. Plekhanov Russian University of Economics, Moscow, Russian Federation
^c Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^d A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

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).

Keywords: 1-halo-1-nitroethenes, 3-bromo-3-nitroacrylates, Meldrum’s acid, 3-methyl-1-phenylpyrazol-5-one, nitrocyclopropane, spirocyclopropane.

Language: English

DOI: 10.1016/j.mencom.2023.06.003

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