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Reduction of 2-acetyl-1,3-cyclohexanediones and some of their derivatives with zinc in acetic acid

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The reduction ofβ-triketones of the 2-acetyl-1,3-cyclohexanedione series, and also their 1(3)-O-methyl esters, with zinc in the presence of a proton donor leads to the predominant removal of the C=O function in the side acetyl group.

  2. 2.

    In contrast to the 3-amino-2-acetyl-2-cyclohexen-1-ones, the corresponding 3-N-acetamido derivatives are easily converted under the indicated conditions toβ-diketoamides, which are devoid of the C=C bond.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    A. A. Akhrem, A. M. Moiseenkov, F. A. Lakhvich & V. V. Veselovskii

Authors
  1. A. A. Akhrem
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  2. A. M. Moiseenkov
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  3. F. A. Lakhvich
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  4. V. V. Veselovskii
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2261–2266, October, 1971.

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Akhrem, A.A., Moiseenkov, A.M., Lakhvich, F.A. et al. Reduction of 2-acetyl-1,3-cyclohexanediones and some of their derivatives with zinc in acetic acid. Russ Chem Bull 20, 2135–2139 (1971). https://doi.org/10.1007/BF00851265

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  • DOI: https://doi.org/10.1007/BF00851265

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