A solid phase traceless synthesis of 2-arylaminobenzimidazoles

Viktor Krchñák, Jennifer Smith, Josef Vágner

Research output: Contribution to journalArticle

36 Scopus citations

Abstract

A solid phase traceless synthesis of 2-arylaminobenzimidazoles in three combinatorial steps is reported that is based on acid lability of N-benzylanilines. MBHA resin was reacted with o-nitrobenzenes, the nitro group was reduced by tin(II) chloride, the resin-bound o-phenylene diamine was treated with isothiocyanates, and the resulting thiourea cyclized by carbodiimide. 2-Arylaminobenzimidazoles were further derivatized with alkyl halides. Target compounds were cleaved from the solid support by TFA or gaseous HF.

Original languageEnglish (US)
Pages (from-to)1627-1630
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number9
DOIs
StatePublished - Feb 26 2001
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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