First Synthesis of 1,1,4,4-Tetrakis(2-hydroxyphenyl)butane Type Compounds from Condensation of p-Substituted Phenol Derivatives with 2,5-Dimethoxytetrahydrofuran in Trifluoroacetic Acid

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Ahmad Banihashemi and Ali Rahmatpour


Abstract

Condensation reactions of 2,5-dimethoxytetrahydrofuran with p-substituted phenols and 2-naphthol in trifluoroacetic acid produce 1,1,4,4-tetrakis(2-hydroxyphenyl)butane type compounds and 1,2-bis(1,3-dibenzo[a,j]xanthyl)ethane in good yields.


References

  1. L. Claisen, Liebigs Ann. Chem., 1887, 237, 271.
  2. S. Dilthey, J. Prakt. Chem., 1932, 133.
  3. E. C. M. Coxwoth, Can. J. Chem., 1967, 45, 1777.
  4. R. W. Layer, J. Heterocycl. Chem., 1975, 12, 1067 CAS.
  5. A. Rosenthal and A. Zaionchkovsky, Can. J. Chem., 1960, 38, 2277 CAS; A. Chwala and W. Bartek, Monatsh., 1951, 82, 652 Search PubMed.
  6. O. Dischendorfer, Monatsh., 1940, 73, 45 Search PubMed.
  7. X. Fan, T. Yamai, H. Okazaki, M. Yamaye, H. Mizobe, Y. Kosugi and T. Kito, J. Org. Chem., 1995, 60, 5407 CrossRef CAS.
  8. A. Acuner Tunca, N. Talinli and A. Akar, Tetrahedron, 1995, 51, 2109 CrossRef CAS.
  9. P. Maravigna, J. Polym. Sci. Podym. Chem. Ed., 1988, 26, 2475 Search PubMed.
  10. A. Acuner Tunca, O. Sirkeciogu, N. Talinli and A. Akar, Eur. Polym. J., 1995, 31, 9 CrossRef CAS.
  11. A. Ralunatpour, unpublished work.
  12. O. Mitsunobu and M. Yamada, Bull. Chem. Soc. Jpn., 1967, 40, 2380 CAS.
  13. H. Capiro, E. Galeazzi, R. Greenhouse, A. Guzman, E. Velarde, Y. Antonio, F. Franco, A. Leon, V. Perez, R. Salas, D. Valdes and J. Ackrell, Can. J. Chem., 1982, 60, 2295 CAS.
  14. C. Kashima, S. Hibi, T. Maruyama and Y. Omote, Tetrahedron Lett., 1986, 27, 2131 CrossRef CAS.
  15. C. Kashima, S. Hibi, T. Maruyama, K. Harada and Y. Omote, J. Heterocycl. Chem., 1987, 24, 913 CAS.
  16. J. A. Van Allan, D. D. Gianni and T. H. White Sides, J. Org. Chem., 1982, 47, 820 CrossRef CAS.
  17. A. Banihashemi and B. Pourabbas, Eur. Polym. J., 1999, submitted for publication Search PubMed.
  18. A. Banihashemi and B. Pourabbas, Eur. Polym. J., 1999, in press Search PubMed.
  19. A. Banihashemi and B. Akhlaghinia, Makromol. Chemis. Phys., 1999, submitted for publication Search PubMed.
  20. A. Banihashemi and A. Rahmatpour, Tetrahedron, 1999, submitted for publication Search PubMed.
  21. J. I. Masher and E. J. Corey, Tetrahedron, 1962, 791 CrossRef CAS.
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