1,1,1-Trimethylhydrazinium Iodide:  A Novel, Highly Reactive Reagent for Aromatic Amination via Vicarious Nucleophilic Substitution of Hydrogen

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This article has been cited by 7 ACS Journal articles (5 most recent appear below).

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  Curtius Rearrangement of Aromatic Carboxylic Acids to Access Protected Anilines and Aromatic Ureas

  Hélène Lebel and Olivier Leogane
  Organic Letters2006 8 (25), 5717-5720

  • Curtius Rearrangement of Aromatic Carboxylic Acids to Access Protected Anilines and Aromatic Ureas

    Hélène Lebel and Olivier Leogane
    Organic Letters2006 8 (25), 5717-5720

    The reaction of a chloroformate or di-tert-butyl dicarbonate and sodium azide with an aromatic carboxylic acid produces the corresponding acyl azide, presumably through the formation of an azidoformate. The acyl azide undergoes a Curtius rearrangement to ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Nucleophilic Substitution of Hydrogen in Heterocyclic Chemistry

  Mieczysław Ma̧kosza and Krzysztof Wojciechowski
  Chemical Reviews2004 104 (5), 2631-2666

  • Nucleophilic Substitution of Hydrogen in Heterocyclic Chemistry

    Mieczysław Ma̧kosza and Krzysztof Wojciechowski
    Chemical Reviews2004 104 (5), 2631-2666
    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Direct Amination of 1-Substituted 3,5-Dinitrobenzenes by 1,1,1-Trimethylhydrazinium Iodide

  Vladimir V. Rozhkov and Svyatoslav A. Shevelev, Ivan I. Chervin, Alexander R. Mitchell and Robert D. Schmidt
  The Journal of Organic Chemistry2003 68 (6), 2498-2501

  • Direct Amination of 1-Substituted 3,5-Dinitrobenzenes by 1,1,1-Trimethylhydrazinium Iodide

    Vladimir V. Rozhkov and Svyatoslav A. Shevelev, Ivan I. Chervin, Alexander R. Mitchell and Robert D. Schmidt
    The Journal of Organic Chemistry2003 68 (6), 2498-2501

    The amination of 1-X-3,5-dinitrobenzenes via the vicarious nucleophilic substitution of hydrogen (VNS) with 1,1,1-trimethylhydrazinium iodide (TMHI) in the presence of t-BuOK or NaOMe in DMSO was studied. It was observed (when X = OMe, OCH2CF3, OCH2CF2CF2...

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• 

  Elucidation of the Vicarious Nucleophilic Substitution of Hydrogen Mechanism via Studies of Competition between Substitution of Hydrogen, Deuterium, and Fluorine

  Mieczysław Ma̧kosza, Tadeusz Lemek, Andrzej Kwast, and François Terrier
  The Journal of Organic Chemistry2002 67 (2), 394-400

  • Elucidation of the Vicarious Nucleophilic Substitution of Hydrogen Mechanism via Studies of Competition between Substitution of Hydrogen, Deuterium, and Fluorine

    Mieczysław Ma̧kosza, Tadeusz Lemek, Andrzej Kwast, and François Terrier
    The Journal of Organic Chemistry2002 67 (2), 394-400

    Relations of rates of the vicarious nucleophilic substitution of hydrogen (VNS) and SNAr substitution of fluorine in 2-fluoronitrobenzenes with chloroalkyl aryl sulfone carbanions were determined from competitive experiments carried out at various ...

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• 

  Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen:  Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides

  Mieczysław Ma̧kosza and Maciej Białecki
  The Journal of Organic Chemistry1998 63 (15), 4878-4888

  • Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen:  Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides

    Mieczysław Ma̧kosza and Maciej Białecki
    The Journal of Organic Chemistry1998 63 (15), 4878-4888

    A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The σ adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This ...

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