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Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

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1-Butyl-3-methylimidazolium Bromide as a Solvent and Precatalyst for Stetter Reaction

https://doi.org/10.14233/ajchem.2020.22711
Baramee Phungpis
Faculty of Natural Resources, Rajamangala University of Technology, Isan Sakonnakhon Campus, Sakonnakhon 47160, Thailand
https://orcid.org/0000-0003-0202-8528
Viwat Hahnvajanawong
Department of Chemistry and Centre of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand

Corresponding Author(s) : Baramee Phungpis

barameephungpis@yahoo.com

Asian Journal of Chemistry, Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

Abstract

Stetter reaction between aromatic aldehydes and acrylonitrile/ethyl acrylate performing in [Bmim]Br in the presence of NaOH is described. N-Heterocyclic carbene (NHC) generates in situ is shown to be an efficient catalyst. Benzoin condensation also occured as side reaction.

Keywords

[Bmim]Br N-Heterocyclic carbene catalyst Stetter reaction
Phungpis, B. ., & Hahnvajanawong, V. . (2020). 1-Butyl-3-methylimidazolium Bromide as a Solvent and Precatalyst for Stetter Reaction. Asian Journal of Chemistry, 32(8), 2028–2032. https://doi.org/10.14233/ajchem.2020.22711
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References
  1. M.-Q. Jia, Y. Li, Z.-Q. Rong and S.-L. You, Org. Biomol. Chem., 9, 2072 (2011); https://doi.org/10.1039/c1ob00025j
  2. D.A. DiRocco and T. Rovis, J. Am. Chem. Soc., 133, 10402 (2011); https://doi.org/10.1021/ja203810b
  3. K.J. Hawkes and B.F. Yates, Eur. J. Org. Chem., 5563 (2008); https://doi.org/10.1002/ejoc.200800506
  4. J. He, S. Tang, J. Liu, Y. Su, X. Pan and X. She, Tetrahedron, 64, 8797 (2008); https://doi.org/10.1016/j.tet.2008.06.082
  5. S. Anjaiah, S. Chandrasekhar and R. Grée, Adv. Synth. Catal., 346, 1329 (2004); https://doi.org/10.1002/adsc.200404123
  6. H. Stetter and M. Schreckenberg, Angew. Chem. Int. Ed. Engl., 12, 81 (1973); https://doi.org/10.1002/anie.197300811
  7. V. Reutrakul, S. Nimgirawath, S. Panichanun and P. Ratananukul, Chem. Lett., 8, 399 (1979); https://doi.org/10.1246/cl.1979.399
  8. H. Herman and M. Schreekenberg, Process for Preparing Ketones, US Patent 4014889 (1977).
  9. R. Breslow, J. Am. Chem. Soc., 80, 3719 (1958); https://doi.org/10.1021/ja01547a064
  10. J. Buckingham, Dictionary of Organic Compounds, Chapman & Hall: New York, edn 5 (1982).
  11. H. Stetter and H. Kuhlmann, Org. React., 40, 434 (1991);https://doi.org/10.1002/0471264180.or040.04
  12. E.J. Corey, F.Y. Zhang, Org. Lett., 1, 1287 (1999).https://pubs.acs.org/doi/10.1021/ol990964z
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