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Visible Light-Promoted Three-Component Tandem Annulation for the Synthesis of 2-Iminothiazolidin-4-ones.

Wei GuoMingming ZhaoWen TanLvyin ZhengKailiang TaoLingxiu LiuXinyu WangDeliang ChenXiaolin Fan
Published in: The Journal of organic chemistry (2018)
Described is a visible light-promoted three-component tandem annulation of amines, aryl/alkyl isothiocyanates, and α-bromoesters to form 2-iminothiazolidin-4-ones in the absence of metal and photocatalyst at room temperature. This [1 + 2 + 2] cyclization strategy involves visible light-promoted C-S/C-N bond formation and features a powerful approach to the synthesis of 2-iminothiazolidin-4-ones with broad substrate scope, excellent functional group tolerance, mild reaction conditions, step-economy, and simple operation, which also has potential applications in the pharmaceutical industry. UV-vis spectroscopy indicates that an in situ-generated H-bonding electron donor-acceptor (EDA) complex probably acts as the photocatalyst, facilitating the reaction process.
Keyphrases
  • visible light
  • room temperature
  • ionic liquid
  • electron transfer
  • high resolution
  • solar cells
  • single molecule
  • risk assessment
  • mass spectrometry
  • human health
  • climate change
  • solid state