Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Elimination Reactions of (E)-2,4,6-Trinitrobenzaldehyde O-benzoyloximes Promoted by R2NH in MeCN. Change of Reaction Mechanism

  • Published : 2010.04.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Cho, B. R.; Jang, W. J.; Je, J. T.; Bartsch, R. A. J. Org. Chem. 1993,58, 3901-3904. https://doi.org/10.1021/jo00067a022
  2. Cho, B. R.; Cho, N. S.; Chung, H. S.; Son, K. N; Han, M. S.; Pyun,S. Y. Bull. Korean Chem. Soc. 1997, 18, 1301-1303.
  3. Cho, B. R.; Cho, N. S.; Lee, S. K. J. Org. Chem. 1997, 62, 2230-2233. https://doi.org/10.1021/jo9618637
  4. Cho, B. R.; Chung, H. S.; Cho, N. S. J. Org. Chem. 1998, 63,4685-4690. https://doi.org/10.1021/jo980264s
  5. Cho, B. R.; Cho, N. S.; Song, S. H.; Lee, S. K. J. Org. Chem. 1998,63, 8304-8309. https://doi.org/10.1021/jo981169m
  6. Cho, B. R.; Chung, H. S.; Pyun, S. Y. J. Org. Chem. 1999, 64,8375-8378. https://doi.org/10.1021/jo990752f
  7. Pyun, S. Y.; Cho, B. R. J. Org. Chem. 2008, 73, 9451-9453 https://doi.org/10.1021/jo8019412
  8. DePuy, C. H.; Naylor, C. G.; Beckman, J. A. J. Org. Soc. 1970,35, 2750-2753. https://doi.org/10.1021/jo00833a060
  9. Dohner, B. R.; Saunders, Jr. W. H. J. Am. Chem. Soc. 1986, 108,245-259. https://doi.org/10.1021/ja00262a010
  10. Saunders, W. H., Jr.; Cockerill, A. F. Mechanism of EliminationReactions; Wiley: New York, 1973; pp 510-523.
  11. Gandler, J. R. The Chemistry of Double Bonded Functional Groups;Patai, S., Ed., John Wiley and Sons: Chichester, 1989; Vol. 2,Part 1, pp 734-797.
  12. Cho, B. R.; Lee, S. J.; Kim, Y. K. J. Org. Chem. 1995, 60, 2072-2076. https://doi.org/10.1021/jo00112a030
  13. Coetzee, J. F. Prog. Phys. Org. Chem. 1965, 4, 45-92.
  14. Lowry, T. H.; Richardson, K. S. Mechanism and Theory in Organic Chemistry; Harper and Row: New York, 1987; pp 214-218.
  15. Lowry, T. H.; Richardson, K. S. Mechanism and Theory in Organic Chemistry; Harper and Row: New York, 1987; pp 591-616.
  16. Lowry, T. H.; Richardson, K. S. Mechanism and Theory in OrganicChemistry; Harper and Row: New York, 1987; pp 640-644.
  17. Jencks, W. P. Chem. Rev. 1985, 85, 511-527. https://doi.org/10.1021/cr00070a001
  18. Gandler, J. R.; Jencks, W. P. J. Am. Chem. Soc. 1982, 104, 1937-1951. https://doi.org/10.1021/ja00371a024
  19. Gandler, J. R.; Yokohama, T. J. Am. Chem. Soc. 1984, 106, 130-135. https://doi.org/10.1021/ja00313a027
  20. Gandler, J. R.; Storer, J. W.; Ohlberg, D. A. A. J. Am. Chem. Soc.1990, 112, 7756-7762. https://doi.org/10.1021/ja00177a041
  21. Sitzmann, M. E.; Dacons, J. C. J. Org. Chem. 1973, 38, 4363-4365. https://doi.org/10.1021/jo00965a002

Cited by

  1. in 70 mol% MeCN(aq). Effects of Leaving Group and Base-Solvent on the Nitrile-Forming Transition-State vol.34, pp.4, 2013, https://doi.org/10.5012/bkcs.2013.34.4.1030
  2. in 70 mol% MeCN (aq). Effects of the β-Aryl Group and Leaving Group on Nitrile-Forming Transition States vol.37, pp.6, 2016, https://doi.org/10.1002/bkcs.10791
  3. Elimination Reactions of (E)-2,4,6-Trinitrobenzaldehyde O-Aryloximes Promoted by R3N/R3NH+ in 70 mol% MeCN(aq). Effect of β-Aryl Group the Nitrile-Forming Transit vol.32, pp.6, 2011, https://doi.org/10.5012/bkcs.2011.32.6.1921