Turkish Journal of Chemistry
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.
Aminothiophenes, bromocrotonitriles, substituted aminothiophenes
TÜMER, FERHAN; EKİNCİ, DUYGU; ZİLBEYAZ, KANİ; and DEMİR, ÜMİT (2004) "An Efficient Synthesis of Substituted 4-Aryl-3-Cyano-2-Amino Thiophenes by a Stepwise Gewald Reaction," Turkish Journal of Chemistry: Vol. 28: No. 4, Article 1. Available at: https://journals.tubitak.gov.tr/chem/vol28/iss4/1