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Access to 2-pyridinones comprising enaminonitriles via AgOAc promoted cascade reactions of thioesters with aminomethylene malononitriles.

Chen ZhuJubao ZhouTianxing LiJiaxin YangHui JinLixin Zhang
Published in: Organic & biomolecular chemistry (2023)
The facile synthesis of 2-pyridinones containing enaminonitriles from thioesters with aminomethylene malononitriles is achieved through an AgOAc-promoted acylation/cyclization/tautomerization cascade reaction. Control experiments reveal that AgOAc acts as a versatile promoter, activating both thioester and cyano groups while also serving as a Brønsted base in the cascade sequence. Moreover, 2-pyridinones were transformed into biologically significant 2-pyridinone-fused 2-pyrimidones with intriguing fluorescence emission properties.
Keyphrases
  • dna methylation
  • signaling pathway
  • gene expression
  • genome wide
  • transcription factor
  • single molecule
  • amino acid
  • quantum dots
  • electron transfer