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Synthesis 1989; 1989(8): 641-643
DOI: 10.1055/s-1989-27347
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A Novel Synthetic Route to Imidazole Derivatives: Synthesis of Mesoionic 3-Alkyl-2-arylthio-1,3-diazolium-4-olates

Ricardo Bossio* , Stefano Marcaccini, Roberto Pepino, Cecilia Polo, Giovanni Valle
  • *CNR, Centro di studio sulla chimica e la struttura dei composti eterociclici e loro applicazioni, Dipartimento di Chimica Organica "U. Schiff", Università di Firenze, Via G. Capponi 9, I-50121 Firenze, Italy
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Publication Date:
17 September 2002 (online)

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The reaction between N-alkylisocyanoacetamides 3a-e and arylsulfenyl chlorides 4a, c, f-i affords arylcarbonimidochloridothioates 5a-i which on treatment with triethylamine undergo ring-closure to give 3-alkyl-2-arylthio-1,3-diazolium-4-olates 8a-i.