Ionic liquid supported multistep divergent synthesis of benzimidazole linked pyrrolo-/pyrido-/isoindolo-benzimidazolones

Suman Thummanagoti, Gorakh S. Yellol, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Diversity oriented parallel synthesis for bis-heterocyclic skeletal novel benzimidazole linked pyrrolo-/pyrido-benzimidazolones and benzimidazole linked isoindolo-benzimidazolones has been developed on ionic liquid support under microwave irradiation by utilizing the cascade cyclization. The key tandem transformation comprises (i) amino-alkylation of immobilized o-phenylenediamine with ketoacids, (ii) intramolecular cyclization through secondary amine on electrophilic imine carbon toward pentacyclic aza-ring and (iii) second amido-cyclization to deliver cycloamide ring. The synergy arises by combined use of microwave heating with ionic liquid support which is very effectively used to speed up multistep synthesis of biological interesting heterocycles.

Original languageEnglish
Pages (from-to)2818-2822
Number of pages5
JournalTetrahedron Letters
Volume52
Issue number22
DOIs
StatePublished - 1 Jun 2011

Keywords

  • Benzimidazoles
  • Bis-heterocycles
  • Cascade reaction
  • Ionic liquid support
  • Microwave synthesis

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