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Synthesis of heterocyclic compounds based on the reaction of E. Fischer Communication 3. New data on the mechanism of the “anamolous” Fischer-Arbuzov reaction

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    A scheme of the mechanism of the so-called anamolous Fischer-Arbuzov reaction was proposed on the basis of a study of the products of catalytic decomposition of acetonephenylhydrazone in the presence of Cu2Cl2.

  2. 2.

    The decomposition of acetaldehydephenylhydrazone proceeds according to an analogous scheme and leads to the formation of 1-phenyl-5-methylpyrazoline.

  3. 3.

    A pyrazole is also formed in the case of acetophenonephenylhydrazone.

  4. 4.

    Aromatization of pyrazoline to pyrazole was accomplished, with elimination of hydrocarbon under the conditions of the reaction studied.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2397–2402, November, 1971.

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Kitaev, Y.P., Troepol'skaya, T.V. Synthesis of heterocyclic compounds based on the reaction of E. Fischer Communication 3. New data on the mechanism of the “anamolous” Fischer-Arbuzov reaction. Russ Chem Bull 20, 2277–2282 (1971). https://doi.org/10.1007/BF00854295

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  • DOI: https://doi.org/10.1007/BF00854295

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