An Efficient One-Pot Synthesis of Aminobenzimidazoles

David M. D. Fouchard; L. M. Viranga Tillekeratne; Richard A. Hudson

doi:10.1055/s-2004-834925

SHORTPAPER

An Efficient One-Pot Synthesis of Aminobenzimidazoles

David M. D. Fouchard^a, L. M. Viranga Tillekeratne^a,b, Richard A. Hudson*^a,b
^a Department of Chemistry, College of Arts & Sciences, University of Toledo, Toledo, OH 43606, USA
^b Department of Medicinal & Biological Chemistry, College of Pharmacy, University of Toledo, Toledo, OH 43606, USA
Fax: +1(419)5307946; e-Mail: richard.hudson@utoledo.edu;

Abstract

All articles of this category

Abstract

An efficient one-pot procedure for the preparation of aminobenzimidazoles from dinitroaniline derivatives is described. The process helps to avoid the troublesome acetonitrile-mediated reductive ethylation reaction.

Key words

benzimidazoles - pyrroloquinoline quinines - reductive ethylation - bicyclic compounds - fused ring systems

Full Text

References

1

Current address: Department of Chemistry and Biochemistry, Montana State University (Gaines Hall, #328), Bozeman, MT 59715, USA.

2 Fouchard DMD. Tillekeratne LMV. Hudson RA. J. Org. Chem. 2004, 69: 2626

3a Novelli F. Tasso B. Sparatore A. Farmaco 1997, 52: 499

3b Sondhi SM. Singhal N. Johar M. Reddy BSN. Lown JW. Curr. Med. Chem. 2002, 9: 1045

4 Gillespie HB. Engelman M. Graff S. J. Am. Chem. Soc. 1954, 76: 3531

5 Blanksma JJ. Recl. Trav. Chim. Pays-Bas Belg. 1901, 23: 113

6 Medola R. Hay JG. J. Chem. Soc. 1907, 91: 1474

7 Blanksma JJ. Proc. K. Akad. Wetensch: Amsterdam 1903, 5: 650 ; J. Chem. Soc. Abstr. 1903, 84, 623