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SYNTHESIS OF TRIFLUOROMETHYL-IMINES BY SOLID ACID/SUPERACID CATALYZED MICROWAVE ASSISTED APPROACH |
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| Authors: | Abid Mohammed Savolainen Markku Landge Shainaz Hu Jinbo Surya Prakash G K Olah George A Török Béla |
| Institution: | a Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Blvd., Boston, MA 02125-3393, USA b Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931-1295, USA c Donald P. and Katherine B. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, University Park, 837 Bloom Walk, Los Angeles, CA 90089-1661, USA |
| 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 |
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