A novel approach to fused 1,2,4-triazines by intramolecular cyclization of 1,2-diaza-1,3-butadienes bearing allyl(propargyl)sulfanyl and cyclic tert-amino groups

  • Belskaia N
  • Deryabina T
  • Koksharov A
 et al. 
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3-Allyl- and 3-prop-1-ynylsulfanyl-2-arylazo-3-cycloalkylamino-acrylonitriles undergo cyclization under mild conditions to afford the novel heterocyclic systems 1,4,6,7,8,8a-hexahydropyrrolo[2,1-c][1,2,4]-triazine-4-thione, 1,4,6,7,9,9a-hexahydro-[1,4]oxazino[3,4-c][1,2,4]triazine and 1,6,7,8,9,9a-hexahydro-4H-pyrido[2,1-c][1,2,4]triazine via a number of consecutive pericyclic reactions. © 2007 Elsevier Ltd. All rights reserved.

Author-supplied keywords

  • 1,2-Diaza-1,3-butadiene
  • Alkylation
  • Electrocyclization
  • Oxazinotriazine
  • Pyridotriazine
  • Pyrrolotriazine
  • Thioamide
  • tert-Amino effect

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