Ferhan TÜMER, Duygu EKİNCİ, Kani ZİLBEYAZ and Ümit DEMİR

108103

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.

Anahtar Kelimeler:

Aminothiophenes, bromocrotonitriles, substituted aminothiophenes

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.

Keywords:

Aminothiophenes, bromocrotonitriles, substituted aminothiophenes,

Turkish Journal of Chemistry-Cover

ISSN: 1300-0527
Yayın Aralığı: 6
Yayıncı: TÜBİTAK

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