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Tandem cyclocondensation of 1,3-bis-sulfonylpropan-2-ones with arylaldehydes. One-pot synthesis of tris-sulfonyl 3-arylphenols.

Nai-Chen HsuehMeng-Yang Chang
Published in: Organic & biomolecular chemistry (2022)
One-pot tandem piperidinium acetate-mediated cyclocondensation of 1,3-bis-sulfonylpropan-2-ones with arylaldehydes generates tris-sulfonyl 3-arylphenols in moderate to good yields in refluxing toluene under easy-operational reaction conditions. A plausible mechanism is proposed and discussed. In the overall reaction process, water and sulfinic acid were generated as the byproducts. Various ammonium carboxylate-promoted conditions are investigated for one-pot [3 + 2 + 1]-benzannulation.
Keyphrases
  • ionic liquid
  • drinking water
  • high intensity
  • electron transfer
  • mass spectrometry
  • high speed