Alumina supported potassium fluoride promoted reaction of nitroalkanes with electrophilic alkenes : synthesis of 4,5-dihydro furans and isoxazoline n-oxides |
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| Affiliation: | 1. Univ Lyon, Université Claude Bernard Lyon 1, Centre Léon Bérard, INSERM, UMR 1032, LabTAU, F-69003 Lyon, France;2. Department of Electrical Engineering, Chang-Gung University, Taoyuan 333, Taiwan;3. Department of Physical Medicine & Rehabilitation, National Taiwan University Hospital, Taipei 100, Taiwan;1. University of Texas Southwestern Medical Center, Department of Ophthalmology, Dallas, Texas;2. Children’s Medical Center Dallas, Department of Ophthalmology, Dallas, Texas;3. University of Texas Health Science Center, Department of Ophthalmology, San Antonio, Texas;1. Division of Cardiology, HCM Center, Tufts Medical Center, Boston, Massachusetts;2. Heart and Vascular Institute, UPMC Presbyterian, Pittsburg, Pennsylvania;1. Department of Chemistry, Taiyuan Normal University, Jinzhong 030619, China;2. College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, China;3. Department of Environmental Engineering, Taiyuan College, Taiyuan 030032, China |
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| Abstract: | The reaction of secondary nitro alkanes 1 with α,β-unsaturated ketones 2 in the presence of alumina-supported potassium fluoride in acetonitrile gave 4,5-dihydrofurans 3 in high yields ; 1-nitropropane reacted with 2 to give a mixture of 4,5-dihydrofurans and furans. Nitroalkenes 17 reacted with nitroalkanes to give isoxazoline N-oxides 18 and 19 in good overall yields. |
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