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Copper-catalyzed multicomponent assembly of γ-butenolides via the interception of carbonyl ylides with iminium ions.

Mengchu ZhangSifan YuRuyu HuaDan ZhangHuang QiuWenhao Hu
Published in: Organic & biomolecular chemistry (2023)
A Cu(I)-catalyzed three-component reaction of cyclopropenes, enamines and aldehydes has been realized. This reaction proceeds via the interception of carbonyl oxonium ylide intermediates with α, β-unsaturated iminium ions that are in situ generated from enamines and aldehydes under the catalysis of Cu(MeCN) 4 PF 6 , leading to the desired γ-butenolide derivatives in good yields and with moderate diastereoselectivities. Access to these derivatives with tethered ketone and alkynal groups will expand the structural diversity of multi-substituted butenolides.
Keyphrases
  • aqueous solution
  • quantum dots
  • structure activity relationship
  • molecular docking
  • room temperature
  • high intensity
  • water soluble
  • electron transfer