Synthesis of structurally diverse benzimidazolyl benzimidazolones by application of soluble polymer support

Hsia Yuan Chen, Manohar V. Kulkarni, Chih Hau Chen, Chung-Ming Sun*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Chemical stability and reactivity of a bifunctional polymer conjugate containing an ortho-amino arylamide linkage have been successfully exploited to achieve a parallel synthesis of methoxycarbonylated head-tail bis-benzimidazoles. Regioselective alkylation of the two nitrogens in the benzimidazolone moiety has been carried out by ipso-fluoro displacement, and N-alkylation to generate two diversities. Cleavage of the polymer support has resulted in two libraries of di- and tri-substituted benzimidazolyl benzimidazolones in high purity and high yield. All reaction steps have been monitored by 1H NMR on the support directly.

Original languageEnglish
Pages (from-to)6387-6394
Number of pages8
JournalTetrahedron
Volume64
Issue number27
DOIs
StatePublished - 30 Jun 2008

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