4.4 Article

New route for the synthesis of benzimidazoles by a one-pot multistep process with mono and bifunctional solid catalysts

Journal

TETRAHEDRON
Volume 66, Issue 3, Pages 730-735

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.11.048

Keywords

One-pot; Benzimidazole; Heterogeneous; Aerobic oxidation; Gold; Palladium

Funding

  1. Direccion General de Investigacion Cientifica y Tecnica of Spain [MAT2006-14274-C02-01]
  2. Generalitat Valenciana (PROMETEO)
  3. Consejo Superior de Investigaciones Cientificas

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One-pot multistep reactions involving a new environmentally friendly catalytic procedure have been developed for the synthesis of benzimidazoles. Benzimidazole derivatives with biological and pharmaceutical interest have been prepared by a one-pot four step process with a solid catalyst containing basic and oxidation sites. The four steps refer to: (a) oxidation of the alcohol; (b) cyclocondensation of the aldehyde formed with ortho-phenylenediamines, (c) oxidation of the carbon-nitrogen bond, (d) N-alkylation reaction. The process is illustrated by the synthesis of 1,2-disubstituted benzimidazole derivative with antiviral activity. (C) 2009 Elsevier Ltd. All rights reserved.

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