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Studies in the furan series. XXXIX. Reaction of furan and 2-methylfuran with acrylonitrile

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Furan undergoes a diene-synthesis type of reaction with acrylonitrile to give stereoisomeric 3, 6-endoxotetrahydrobenzonitriles whose configurations are established by PMR spectra. 2-Methylfuran undergoes a similar reaction with acrylonitrile. Some aspects of the relationship between the diene substitution reaction and substitutive addition in the furan series are considered.

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References

  1. Yu. K. Yur'ev, K. Yu. Novitskii, L. V. Bratseva, ZhOKh, vol. 1, p. 1298, 1965.

    Google Scholar 

  2. Yu. K. Yur'ev, N. S. Zefirov, M. Kh. Minacheva, ZhOKh, vol. 30, p. 3214, 1960.

    Google Scholar 

  3. Yu. K. Yur'ev, N. S. Zefirov, A. A. Shteinman, ZhOKh, vol. 33, p. 1150, 1963.

    Google Scholar 

  4. Yu. K. Yur'ev, N. S. Zefirov, A. A. Shteinman, V. I. Ryboedov, ZhOKh, vol. 30, p. 3755, 1960.

    Google Scholar 

  5. Yu. K. Yur'ev, N. S. Zefirov, V. M. Gurevich, ZhOKh, vol. 31, p. 3531, 1961.

    Google Scholar 

  6. Yu. K. Yur'ev, N. S. Zefirov, R. A. Ivanova, ZhOkh, vol. 33, p. 3512, 1963.

    Google Scholar 

  7. V. G. Glukhovtsev, S. V. Zakharova, Izv. AN SSSR, OKhN, p. 945, 1964.

  8. M. Kunstmann, D. Tarbell, R. Antrey, J. Am. Chem. Soc., vol. 84, p. 4115, 1962.

    Google Scholar 

  9. C. Eugster, K. Allen, R. Rosenkranz, Chimia, vol. 15, p. 516, 1962.

    Google Scholar 

  10. H. Krzikalla, H. Linge, Ber., vol. 96, p. 1751, 1963.

    Google Scholar 

  11. J. Saner, H. Wiest, Angew. Chem., vol. 74, p. 353, 1962.

    Google Scholar 

  12. M. Cava, C. Wilson, C. Williams, J. Am. Chem. Soc., vol. 78, p. 2303, 1956.

    Google Scholar 

  13. F. Martin, P. Bartlett, J. Am. Chem. Soc., vol. 79, p. 2533, 1957.

    Google Scholar 

  14. O. Gagnaire, E. Payo-Subika, Bul. Soc. Chim. Fr., p. 2627, 1963.

  15. F. Anet, Tetrah. Let., vol. 25, p. 1219, 1962.

    Google Scholar 

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Communication XXXVIII, see [1].

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Yur'ev, Y.K., Zefirov, N.S., Ivanova, R.A. et al. Studies in the furan series. XXXIX. Reaction of furan and 2-methylfuran with acrylonitrile. Chem Heterocycl Compd 1, 1–4 (1965). https://doi.org/10.1007/BF01168907

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