An Efficient Synthesis of Substituted 4-Aryl-3-Cyano-2-Amino Thiophenes by a Stepwise Gewald Reaction

The title compounds were efficiently synthesised starting from aryl methyl ketones in 3 steps. Knoevenagel condensation of aryl methyl ketones with malononitrile gave the corresponding crotonitriles (5a-f). Methyl groups of the crotonitriles (5a-f) were then efficiently brominated by refluxing and lightening the reaction media to give bromocrotonitriles (6a-f). The bromocrotonitriles (6a-f) were finally cyclised by treatment with NaSH to give the title compounds.

An Efficient Synthesis of Substituted 4-Aryl-3-Cyano-2-Amino Thiophenes by a Stepwise Gewald Reaction

The title compounds were efficiently synthesised starting from aryl methyl ketones in 3 steps. Knoevenagel condensation of aryl methyl ketones with malononitrile gave the corresponding crotonitriles (5a-f). Methyl groups of the crotonitriles (5a-f) were then efficiently brominated by refluxing and lightening the reaction media to give bromocrotonitriles (6a-f). The bromocrotonitriles (6a-f) were finally cyclised by treatment with NaSH to give the title compounds.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
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