3-Allylsalicylaldehyde and 3-Allylsalicylic Acid Derivatives: Synthesis and Conversion to Allyl-crown Compounds as New Potential Precursors for Polymer Supported Crown Compounds

(Note: The full text of this document is currently only available in the PDF Version )

Yehia A. Ibrahim, Ahmed H. M. Elwahy, Ashraf A. Abbas and Refaie M. Kassab


Abstract

3-Allylsalicylaldehyde and methyl 3-allylsalicylate are converted in moderate to good yields into the new diallyl substituted 14–16, 23–25-membered macrocyclic crown diamides 8ah, 10ac, 15a,b and the 21–23-membered dithiatetraaza-crown compounds 17ag, 18ac.


References

  1. K. Yokota, T. Kakuchi, Y. Taniguchi and Y. Takada, Makromol. Chem. Rapid Commun., 1985, 6, 155 Search PubMed.
  2. K. J. Mathias and J. B. Canterberry, Polym. Prepr. (Am. Chem. Soc. Div. Polym. Chem.), 1985, 26, 58 Search PubMed.
  3. U. Tuncaand and Y. Yagei, Prog. Polym. Sci., 1994, 19, 233 CrossRef.
  4. T. Kakuchi, T. Takaoka and K. Yokota, Polym. J., 1990, 22, 199 Search PubMed.
  5. H. Hashimoto, T. Kakuchi, O. Haba and K. Yokota, Macromolecules, 1992, 25, 1828 CrossRef CAS.
  6. T. Kakuchi, T. Takaoka and K. Yokota, Macromol. Chem., 1998, 189, 2007.
  7. P. Hodge, E. Khoshdel and J. Waterhouse, J. Chem. Soc., Perkin Trans. 1, 1994, 2451 Search PubMed.
  8. T. Kakuchi, O. Haba and K. Yokota, Macromolecules, 1992, 25, 4854 CrossRef CAS.
  9. M. Kuwahara and M. Tanaka, Eur. Polym. J., 1988, 24, 403 CrossRef.
  10. E. Blasius and K. P. Janzen, Host Guest Complex Chem., Macrocycles, 1985, 189 Search PubMed.
  11. M. Shirai and M. Tanaka, Kobunshi Kako, 1988, 37, 590 Search PubMed.
  12. Y. A. Ibrahim and A. H. M. Elwahy, Synthesis, 1993, 503 CrossRef CAS.
  13. Y. A. Ibrahim, A. H. M. Elwahy and G. M. M. Elkareish, J. Chem. Res., 1994, (S) 414; (M) 2321 Search PubMed.
  14. Y. A. Ibrahim, A. H. M. Elwahy and G. M. M. Elkareish, Heteroat. Chem., 1995, 6, 183 CAS.
  15. A. H. M. Elwahy, Y. A. Ibrahim and A. A. Abbas, J. Chem. Res., 1996, (S) 182; (M) 1066 Search PubMed.
  16. Y. A. Ibrahim, A. H. M. Elwahy, R. M. Kassat and A. A. Abbas, J. Chem. Res., 1998, (S) 548; (M) 2501 Search PubMed.