DOI QR코드

DOI QR Code

Efficient and Selective Debromination of vic-Dibromides to Alkenes Using CoCl2·6H2O/Indium System

  • Yoo, Byung-Woo (Department of Advanced Materials Chemistry, Korea University) ;
  • Kim, Seo-Hee (Department of Advanced Materials Chemistry, Korea University) ;
  • Min, Ga-Hong (Department of Advanced Materials Chemistry, Korea University)
  • Received : 2011.09.11
  • Accepted : 2011.11.03
  • Published : 2012.01.20

Abstract

Keywords

References

  1. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd edn.; New York, 1991.
  2. Buther, T. S.; Detty, M. R. J. Org. Chem. 1998, 63, 169. https://doi.org/10.1021/jo9713363
  3. Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. https://doi.org/10.1016/S0040-4039(00)97045-X
  4. Malanga, C.; Mannucci, S.; Lardicci, L. Tetrahedron 1998, 54, 1021. https://doi.org/10.1016/S0040-4020(97)10203-4
  5. Tanata, R.; Negoro, N.; Yanada, K.; Fujita, T. Tetrahedron Lett. 1996, 37, 9313. https://doi.org/10.1016/S0040-4039(97)82951-6
  6. Ranu, B. C.; Guchhait, S. K.; Sarkar, A. J. Chem. Soc. Chem. Commun. 1998, 2113.
  7. Mathai, I. M.; Sching, K.; Miller, S. I. J. Org. Chem. 1970, 35, 1733. https://doi.org/10.1021/jo00831a003
  8. Baruah, M.; Hussain, A.; Prajapati, D.; Sanduhu, J. Chem. Lett. 1997, 789.
  9. Blanchard, P.; Da Silva, A. D.; El Kortbi, M. S.; Fourrey, J. L.; Robert-Gero, M. J. Org. Chem. 1993, 58, 6567.
  10. Orsini, F.; Leccioli, C. Tetrahedron: Asymmetry 1997, 8, 4011. https://doi.org/10.1016/S0957-4166(97)00521-1
  11. Orsini, F. J. Org. Chem. 1997, 62, 1159. https://doi.org/10.1021/jo961905r
  12. Orsini, F. Tetrahedron Lett. 1998, 39, 1425. https://doi.org/10.1016/S0040-4039(97)10819-X
  13. Orsini, F.; Pulici, M.; Vallarino, L. M. J. Organomet. Chem. 1995, 495, 1. https://doi.org/10.1016/0022-328X(95)05395-6
  14. Nair, V.; Ros, S.; Jayan, C. N.; Pillia, B. S. Tetrahedron 2004, 60, 1959. https://doi.org/10.1016/j.tet.2003.12.037
  15. Lubineau, A.; Auge, J.; Queneau, Y. Synthesis 1994, 741.
  16. Li, C. J. Tetrahedron 1996, 52, 5643. https://doi.org/10.1016/0040-4020(95)01056-4
  17. Cintas, P. Synlett. 1995, 1087.
  18. Yoo, B. W.; Song, M. S.; Park, M. C. Synth. Commun. 2007, 37, 3089. https://doi.org/10.1080/00397910701544729
  19. Yoo, B. W.; Park, M. C.; Shin, J. I. Bull. Korean Chem. Soc. 2009, 30, 1927. https://doi.org/10.5012/bkcs.2009.30.9.1927
  20. Yoo, B. W.; Kim, S. H.; Kim, J. H. Bull. Korean Chem. Soc. 2010, 31, 2757. https://doi.org/10.5012/bkcs.2010.31.10.2757
  21. Yoo, B. W.; Kim, J. H.; Yang, M. H. Bull. Korean Chem. Soc. 2010, 31, 791. https://doi.org/10.5012/bkcs.2010.31.04.791
  22. Han, J. H.; Choi, K. I.; Kim, J. H.; Yoon, C. M.; Yoo, B. W. Synth. Commun. 2006, 36, 415. https://doi.org/10.1080/00397910500382941
  23. Hudlicky, T.; Sinai-Zingde, G.; Natchus, M. G. Tetrahedron Lett. 1987, 26, 5287.
  24. Khurana, J. M.; Gogia, A.; Bankhwal, R. K. Synth. Commun. 1997, 27, 1801. https://doi.org/10.1080/00397919708004093
  25. Yanada, R.; Bessho. K.; Yanada, K. Synlett 1995, 443.

Cited by

  1. O/Zinc System vol.34, pp.2, 2013, https://doi.org/10.5012/bkcs.2013.34.2.359
  2. Rapid and Efficient Debromination of vic-Dibromides with VCl3/Indium System vol.62, pp.4, 2012, https://doi.org/10.5012/jkcs.2018.62.4.275
  3. Synthetic Utilization of α,β‐Chalcone Dibromide In Heterocyclic Chemistry and Stereoselective Debromination vol.4, pp.39, 2012, https://doi.org/10.1002/slct.201902262
  4. Recent Synthetic Methodologies for Chalcone Synthesis (2013-2018) vol.6, pp.3, 2012, https://doi.org/10.2174/2213337206666190306155140