Novel ionic liquid supported-multicomponent reaction toward chimeric bis-heterocycles

Chih Hau Chen, Chan Yu Chen, Po Tsung Lin, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A novel multicomponent reaction between IL-anchored 2-aminobenzoimidazoles, aldehydes, and electrondeficient dienophiles has been explored. The strategy was utilized to develop a rapid parallel synthesis for novel bis-heterocyclic skeleton of benzimidazole-linked dihydropyrimidine on an ionic liquid support. This multicomponent reaction is compatible with a wide range of substrates and furnishes the new chimeric scaffolds with high purity and excellent yields. Use of the ionic liquid as a soluble support facilitates purification by simple precipitation along with advantages like high loading capacity, homogeneous reaction conditions, and monitoring of the reaction progress by conventional NMR spectroscopy.

Original languageEnglish
Pages (from-to)503-512
Number of pages10
JournalMolecular Diversity
Volume16
Issue number3
DOIs
StatePublished - 1 Aug 2012

Keywords

  • Benzimidazole-linked dihydropyrimidine
  • Chimeric scaffolds
  • Ionic liquid support
  • MCR
  • Multicomponent reaction
  • [1,5]Sigmatropic rearrangement

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