View PDF Version
 
DOI: 10.1039/A901809C (Paper) Reference Section for: J. Chem. Res. (S), 1999, 534-535

Acylation of Heterocyclic Ketene Aminals with Benzoyl Chloride

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

Jian-Chao Wang, Li-Ben Wang and Zhi-Tang Huang

Abstract

Heterocyclic ketene aminals 1 or 2 react with benzoyl chloride to give the regiospecifically mono-N-benzoylated products 5 or 6, while N-methyl heterocyclic ketene aminals 3 or 4 react under the same conditions, to give a more complex mixture of products.

References

  1. Z.-T. Huang and M.-X. Wang, Heterocycles, 1994, 37, 1233 CAS.
  2. Z.-T. Huang and H. Wamhoff, Chem. Ber., 1984, 117, 1856; 1926 CAS.
  3. Z.-T. Huang and L.-H. Tzai, Chem. Ber., 1986, 119, 2208 CAS.
  4. Z.-T. Huang and Z.-R. Liu, Heterocycles, 1986, 24, 2247 CAS.
  5. Z.-T. Huang and X.-J. Wang, Tetrahedron Lett., 1987, 28, 1527 CrossRef CAS.
  6. Z.-T. Huang and X.-J. Wang, Chem. Ber., 1987, 120, 1803 CAS.
  7. R. C. F. Jones and M. J. Smallridge, Tetrahedron Lett., 1988, 29, 5005 CrossRef CAS.
  8. A. K. Gupta, H. Ila and H. Junjappa, Synthesis, 1988, 284 CrossRef CAS.
  9. R. C. F. Jones and S. C. Hirst, Tetrahedron Lett., 1989, 30, 5361; 5365 CrossRef CAS.
  10. Z.-T. Huang and Z.-R. Liu, Chem. Ber., 1989, 122, 95 CAS.
  11. Z.-T. Huang and Z.-R. Liu, Synth. Commun., 1989, 19, 1801 CAS.
  12. R. C. F. Jones, S. C. Hirst and I. Turner, J. Chem. Soc., Perkin Trans. 1, 1991, 953 RSC.
  13. R. C. F. Jones, I. Turner and K. J. Howard, Tetrahedron Lett., 1993, 34, 6329 CrossRef CAS.
  14. Z.-T. Huang and M.-X. Wang, J. Chem. Soc., Perkin Trans. 1, 1993, 1085 RSC.
  15. M.-X. Wang and Z.-T. Huang, J. Org. Chem., 1995, 60, 2807 CrossRef CAS.
  16. L.-B. Wang, C.-Y. Yu and Z.-T. Huang, Synthesis, 1994, 1441 CrossRef CAS.
  17. M.-X. Wang, X.-T. Wu, L.-B. Wang and Z.-T. Huang, Synth. Commun., 1995, 25, 343 CAS.
  18. L.-B. Wang, C.-Y. Yu and Z.-T. Huang, Synth. Commun., 1995, 25, 1535.
  19. L.-B. Wang, C.-Y. Yu and Z.-T. Huang, Heterocyclic Commun., 1995, 1, 137 Search PubMed.
  20. R. C. F. Jones and P. Patel, Tetrahedron, 1997, 53, 11781 CrossRef CAS.
  21. Z.-J. Li, L.-B. Wang and Z.-T. Huang, Chin. Chem. Lett., 1995, 6, 185 CAS.
  22. Z.-J. Li, L.-B. Wang and Z.-T. Huang, Carbohydr. Res., 1996, 295, 77 CrossRef CAS.
  23. Z.-T. Huang, J.-C. Wang and L.-B. Wang, Synth. Commun., 1996, 26, 2285 CAS.
  24. C.-Y. Yu, Z.-T. Huang and L.-B. Wang, J. Chem. Res., 1996, (S) 410; (M) 2375 Search PubMed.
  25. M.-X. Wang, J.-M. Liang and Z.-T. Huang, J. Chem. Res., 1994, (S) 166; (M) 1001 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.