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Reaction of 3,3-dichloropentane-2,4-dione with aromatic aldehydes under the conditions of Darzens reaction

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Russian Chemical Bulletin Aims and scope

Abstract

3,3-Dichloropentane-2,4-dione reacts with aromatic aldehydes under the conditions of Darzens reaction to give 4-acetoxy-4-aryl-3,3-dichlorobutan-2-ones, the products of insertion into the σ-C-C bond. The reaction of ethyl dichloroacetylacetate with benzaldehyde yields a derivative of tricyclo[5.1.0.03,5]octane, rather than 2,6-bis(1′-chlorobenzylidene)cyclohexane-1,4-dione, as the by-product.

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References

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan' Scientific Centre, Russian Academy of Sciences, 8 ul. Arbuzova, 420083, Kazan'

    V. A. Mamedov & I. A. Litvinov

  2. V. I. Ulyanov-Lenin Kazan' State University, 18 ul. Lenina, 420008, Kazan'

    E. A. Berdnikov

  3. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 117081, Moscow, Russian Federation

    L. G. Kuz'mina

Authors
  1. V. A. Mamedov
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  2. E. A. Berdnikov
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  3. I. A. Litvinov
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  4. L. G. Kuz'mina
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1294–1298, July, 1995.

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Mamedov, V.A., Berdnikov, E.A., Litvinov, I.A. et al. Reaction of 3,3-dichloropentane-2,4-dione with aromatic aldehydes under the conditions of Darzens reaction. Russ Chem Bull 44, 1247–1251 (1995). https://doi.org/10.1007/BF00700897

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  • DOI: https://doi.org/10.1007/BF00700897

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