Download PDF
Synthesis 2000; 2000(10): 1380-1390
DOI: 10.1055/s-2000-7111
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthetic Utility of Catalytic Fe(III)/Fe(II) Redox Cycling Towards Fused Heterocycles: A Facile Access to Substituted Benzimidazole, Bisbenzimidazole and Imidazopyridine Derivatives

Malvinder P. Singh* , Sanjita Sasmal, Wei Lu, Manashi N. Chatterjee
  • *Department of Chemistry, 110 Science Place, University of Saskatchewan, Saskatoon, Sask. S7N 5C9, Canada; Fax + 1(306) 9 66 47 30; E-mail: singh@sask.usask.ca
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A catalytic Fe(III)/Fe(II) redox cycling approach has been examined and applied towards synthesis of a wide range of benzimidazole, bis-benzimidazole and imidazopyridine derivatives from oxidative coupling of aromatic ortho-diamines with aromatic as well as heterocyclic aldehydes bearing different types of substituents. This versatile and convenient method has further proven to be particularly useful in expeditiously affording a number of novel bis-benzimidazole class of Hoechst 33 258 analogs towards potential development as fluorescent nucleic acid binding probes. Successful preparation and characterization of a diverse set of thirty different compounds is presented here.

benzimidazoles - bis-benzimidazoles - imidazopyridines - catalytic redox-cycling - fluorescent probes - heterocycles - Schiff bases

      >