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The Direction of Ring Fission of Unsymmetrically-substituted Succinic Anhydrides. 1. Interaction of α-Tetrahydrofurylsuccinic Anhydride with Benzylamine and 2,5-Xylidine

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Abstract

The reaction of α-tetrahydrofurylsuccinic anhydride with amines proceeds regiospecifically at room temperature with the formation of N-substituted 2-(α-tetrahydrofuryl)succinamic acids. On increasing the temperature the reaction direction is changed and the 3 isomer is mainly formed.

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REFERENCES

  1. Weygand-Hilgetag, Experimental Methods in Organic Chemistry, [Russian translation], Khimiya, Moscow (1968), p. 450.

    Google Scholar 

  2. A. N. Kost (editor), Handbook of Organic Chemistry [in Russian], Mir, Moscow (1966), p. 392.

    Google Scholar 

  3. F. E. King and D. A. A. Kidd, J. Chem. Soc., 3315 (1951).

  4. J. C. Roberts, and K. Selby, J. Chem. Soc., 2335 (1951).

  5. J. C. Roberts and B. Shaw, J. Chem. Soc., 2842 (1950).

  6. R. L. Jacobs and G. G. Ecke, J. Org. Chem., 28, 3036 (1963).

    Google Scholar 

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Authors and Affiliations

  1. Institute of the Plant Substances Chemistry, Uzbek Academy of Sciences, Tashkent, 700170

    G. G. Galust'yan, M. G. Levkovich & N. D. Abdullaev

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  1. G. G. Galust'yan
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  2. M. G. Levkovich
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  3. N. D. Abdullaev
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Galust'yan, G.G., Levkovich, M.G. & Abdullaev, N.D. The Direction of Ring Fission of Unsymmetrically-substituted Succinic Anhydrides. 1. Interaction of α-Tetrahydrofurylsuccinic Anhydride with Benzylamine and 2,5-Xylidine. Chemistry of Heterocyclic Compounds 36, 1402–1408 (2000). https://doi.org/10.1023/A:1017514228053

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  • DOI: https://doi.org/10.1023/A:1017514228053

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