Microwave promoted simple, efficient and regioselective synthesis of trisubstituted imidazo[1,2-a]benzimidazoles on soluble support

Li Hsun Chen, Ya Shan Hsiao, Gorakh S. Yellol, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

An efficient microwave-assisted and soluble polymer-supported synthesis of medicinally important imidazole-fused benzimidazoles has been developed. The protocol involves the rapid condensation of polymer-bound amino benzimidazoles with various α-bromoketones and subsequent in situ intramolecular cyclization under microwave irradiation resulting in a one pot synthesis of imidazole interlacing benzimidazole polymer conjugates. The condensed product was obtained with excellent regioselectivity. The biologically interesting imidazo[1,2-a]benzimidazoles was released from polymer support at ambient temperature. Diversity in the triheterocyclic nucleus was achieved by the different substitutions at its 2, 3, and 9 positions. The new protocol has the advantages of short reaction time, easy workup process, excellent yields, reduced environmental impact, wide substrate scope and convenient procedure.

Original languageEnglish
Pages (from-to)112-119
Number of pages8
JournalACS Combinatorial Science
Volume13
Issue number2
DOIs
StatePublished - 14 Mar 2011

Keywords

  • Amino benzimidazoles
  • Biologically interesting
  • Microwave-assisted
  • Polymer-supported

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