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Article
Synthesis of Trifluoromethyl-imines by Solid Acid/Superacid Catalyzed Microwave-Assisted Approach
Journal of Fluorine Chemistry (2007)
  • Abid Shaikh, Georgia Southern University
  • Markku Savolainen
  • Shainaz M. Landge, University of Massachusetts
  • Jinbo Hu
  • G. K. S. Prakash
  • George A. Olah
  • Béla Török
Abstract
Trifluoromethyl, Imine, Clay, Solid acids, Solid superacid, Catalysis, Microwave irradiation Abstract: A new solid acid/superacid catalyzed microwave assisted synthesis of trifluoromethyl-imines is described. Various α,α,α-trifluoromethylketones react readily with primary amines to produce the corresponding imines. Two different strategies have been employed; one is the application of microwave irradiation coupled with solvent-free solid acid catalysis. The other method, for highly deactivated substrates includes the use of a pressure vessel at 175 °C temperature, with solid superacid catalysis. Using the solid acid K-10 montmorillonite or the superacidic perfluorinated resinsulfonic acid Nafion-H, a wide variety of trifluoromethylated imines have been synthesized using the above methods. The products have been isolated in good to excellent yields and high selectivities. This new environmentally friendly synthetic methodology provides significantly higher yields than traditional methods during relatively short reaction times for the preparation of the target compounds.
Keywords
  • Trifluoromethyl,
  • Imine,
  • Clay,
  • Solid acids,
  • Solid superacid,
  • Catalysis,
  • Microwave irradiation
Disciplines
Publication Date
2007
Publisher Statement
This is an Accepted Author Manuscript obtained from PMC. The publisher's final edited version of this article is available at Journal of Fluorine Chemistry.
Citation Information
Abid Shaikh, Markku Savolainen, Shainaz M. Landge, Jinbo Hu, G. K. S. Prakash, George A. Olah, and Béla Török. "Synthesis of Trifluoromethyl-imines by Solid Acid/Superacid Catalyzed Microwave-Assisted Approach" Journal of Fluorine Chemistry 128.6 (2007): 587.
doi:10.1016/j.jfluchem.2007.01.011
source:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3177144/
Available at: http://works.bepress.com/abid_shaikh/11