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Synthesis of α, β-unsaturated diketones and derivatives of Δ2-pyrazoline derived from 2, 5-diacetylthiophene

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The Claisen reaction of 2, 5-diacetylthiophene with various aromatic and heterocyclic aldehydes was utilized to prepare 15 new unsaturated diketones(diarylidene-2, 5-diacetylthiophenes). Most of them were characterized as their bis-2, 4-dinitrophenylhydrazones, for which λ max values in chloroform solution are given. The reaction of diarylidene-2, 5-diacetylthiophenes with phenylhydrazine. hydrochloride has given five 2, 5-bis(1′-phenyl-5′-R-Δ2-pyrazoline-3″-yl) thiophene showing strong luminescence. A method was developed for the synthesis of 2, 5-diacetylthiophene by the oxidation of 5-ethyl-2-acetothienone.

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Authors and Affiliations

  1. Gor'kii Khar'kov State University, USSR

    S. V. Tsukerman, Lam Ngok Thiem, V. M. Nikitchenko & V. F. Lavrushin

Authors
  1. S. V. Tsukerman
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  2. Lam Ngok Thiem
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  3. V. M. Nikitchenko
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  4. V. F. Lavrushin
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Tsukerman, S.V., Thiem, L.N., Nikitchenko, V.M. et al. Synthesis of α, β-unsaturated diketones and derivatives of Δ2-pyrazoline derived from 2, 5-diacetylthiophene. Chem Heterocycl Compd 4, 708–710 (1968). https://doi.org/10.1007/BF00486936

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  • DOI: https://doi.org/10.1007/BF00486936

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