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A Versatile Method for the Synthesis of Benzimidazoles from o-Nitroanilines and Aldehydes in One Step via a Reductive Cyclization

Donglai Yang, Demosthenes Fokas*, Jingzhou Li, Libing Yu, Carmen M. Baldino

*Department of Chemistry, ArQule Inc, 19 Presidential Way, Woburn, MA 01801, USA, Email:

D. Yang, D. Fokas, J. Li, L. Yu, C. M. Baldino, Synthesis, 2005, 47-56.

DOI: 10.1055/s-2004-834926

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A highly efficient and versatile method for the synthesis of a series of 2-substituted N-H, N-alkyl, and N-aryl benzimidazoles containing a wide range of functional groups was achieved in one step via the Na2S2O4 reduction of o-nitroanilines in the presence of aldehydes.

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Key Words

benzimidazoles, benzo-fused N-heterocycles, reductive cyclization, sodium dithionite, imidazopyridines, imidazoquinolines

ID: J54-Y2005-600