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Enaminosulfones from 3-Trifloxypropene Iminium Salts: A 1,5(O→C) Trifluoromethylsulfonyl Shift

  • Ralf Neumann , Hans-Georg Herz and Gerhard Maas EMAIL logo
Published/Copyright: June 2, 2014
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Treatment of semicyclic 3-trifloxypropene iminium triflates 4a -c,e,f, in which the iminium function is part of a six-membered ring, with a polymer-supported tertiary amine leads to 3- [(trifluoromethyl)sulfonyl]-1,4,5,6-tetrahydropyridines 7.Related five- and seven-membered cyclic iminium salts do not react to give the corresponding enaminosulfones.

Received: 2002-2-4
Published Online: 2014-6-2
Published in Print: 2002-4-1

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Articles in the same Issue

  1. Chemistry of Iminium Salts and Related Compounds
  2. Hydrogen Bonding of 2-Tetrazenes, 2. Synthesis and Structural Studies of Hydroxyalkyl-Substituted 2-Tetrazenes
  3. Novel Tandem Cyclisations at the Piperazinedione Ring via Cope Rearrangement
  4. Sultam and Sultim Structures, Part 2. Functionalized Novel Cyclic Sulfin- and Sulfonamides: A Comparison of Hydrogen Bonding Formation in Sulfoxides and Sulfones
  5. Mass Spectrometry of Oligomeric Cyanines and Squaraines of the Indole Series: Fast Atom Bombardment-Induced Chemical Reactions
  6. Orthoamide, LVIII . Kondensationsreaktionen von CH2-aciden Verbindungen mit Orthoamiden von Carbonsäuren und Alkincarbonsäuren / Orthoamides, LVIII . Condensation Reactions of CH2-Acidic Compounds with Orthoamides of Carboxylic Acids and Alkyne Carboxylic Acids
  7. Preparation and Characterisation of Several New N-Disubstituted 2-Aminoselenophene Derivatives
  8. Enaminosulfones from 3-Trifloxypropene Iminium Salts: A 1,5(O→C) Trifluoromethylsulfonyl Shift
  9. Dehydrierung cyclischer tertiärer Amine unter Reaktionsbeteiligung von enantiomeren nucleophilen Nachbargruppen / Dehydrogenation of Cyclic Tertiary Amines with Neighbouring of Enantiomeric Nucleophiles
  10. A Novel Ring Enlargement of 2H-Azirine-3-methyl(phenyl)amines via Amidinium-Intermediates: A New Synthetic Approach to 2,3-Dihydro-1,3,3-trimethylindol-2-one
  11. Stereoselective Synthesis of 5-[(Z)-Heteroarylmethylidene] Substituted Hydantoins and Thiohydantoins as Aplysinopsin Analogs
  12. Dicyanomethylene Compounds as Cyanation Reagents
  13. Pyrido[1,2-a]pyrazine - Startprodukte für regioselektive Ringtransformationen und supramolekulare Architekturen / Pyrido[1,2-a]pyrazines - Starting Materials for Regioselective Ringtransformation Reactions and Supramolecular Architectures
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