Experimental and theoretical investigation of one-pot synthesis of 2-amino-4H-chromenes catalyzed by basic-functionalized ionic liquids

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Abstract

An efficient and environmentally benign procedure for the reactions of three components condensation of salicylaldehyde and two different CH acids to give 2-amino-4H-chromenes catalyzed by a series of basic-functionalized ionic liquids was reported. The most possible reaction pathway was proposed for the first time by performing density functional theory (DFT) calculations. Both cation and anion of [Bmim]OH have a cooperative effect on the reaction. [Bmim] + increases the electrophilicity of salicylaldehyde via intermolecular hydrogen bonds, while OH - deprives proton of two CH acids to strengthen their nucleophilic ability.

Original languageEnglish
Pages (from-to)1709-1714
Number of pages6
JournalChinese Journal of Chemistry
Volume30
Issue number8
DOIs
StatePublished - Aug 2012

Keywords

  • 2-amino-4H-chromene
  • basic-functionalized ionic liquid
  • density functional theory
  • one-pot synthesis

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