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Polyenes Communication 4. Synthesis of aryl polyenic hydrocarbons with the aid of organometallic compounds

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

Summary

  1. 1.

    Benzylsodium undergoes 1,2-addition to cinnamaldehyde and β-methylcinnamaldehyde and also to those unsaturated ketones in which there is a methyl group adjacent to the carbonyl group. On the other hand, the addition of benzylsodium to 5-phenyl-2,4-pentadienophenone occurs in the 1,4-position, whereas this ketone reacts with 2-pyridylrnethyllithium in the 1,2-position.

  2. 2.

    Phenyllithium reacts with 4-phenyl-3-buten-2-one and with 6-phenyl-3,5-hexadien-2-one with formation of alcohols, the dehydration of which results in the formation of dimers of the corresponding hydrocarbons.

  3. 3.

    Some new polyenic compounds were synthesized.

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Authors and Affiliations

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

    B. M. Mikhailov, G. S. Ter-Sarkisyan & F. B. Tutorskaya

Authors
  1. B. M. Mikhailov
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  2. G. S. Ter-Sarkisyan
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  3. F. B. Tutorskaya
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Mikhailov, B.M., Ter-Sarkisyan, G.S. & Tutorskaya, F.B. Polyenes Communication 4. Synthesis of aryl polyenic hydrocarbons with the aid of organometallic compounds. Russ Chem Bull 8, 804–810 (1959). https://doi.org/10.1007/BF00915907

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  • DOI: https://doi.org/10.1007/BF00915907

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