Green Synthesis of Privileged Benzimidazole Scaffolds Using Active Deep Eutectic Solvent

Molecules. 2019 Aug 8;24(16):2885. doi: 10.3390/molecules24162885.

Abstract

The exploitation and use of alternative synthetic methods, in the face of classical procedures that do not conform to the ethics of green chemistry, represent an ever-present problem in the pharmaceutical industry. The procedures for the synthesis of benzimidazoles have become a focus in synthetic organic chemistry, as they are building blocks of strong interest for the development of compounds with pharmacological activity. Various benzimidazole derivatives exhibit important activities such as antimicrobial, antiviral, anti-inflammatory, and analgesic activities, and some of the already synthesized compounds have found very strong applications in medicine praxis. Here we report a selective and sustainable method for the synthesis of 1,2-disubstituted or 2-substituted benzimidazoles, starting from o-phenylenediamine in the presence of different aldehydes. The use of deep eutectic solvent (DES), both as reaction medium and reagent without any external solvent, provides advantages in terms of yields as well as in the work up procedure of the reaction.

Keywords: aromatic amines; benzimidazoles; deep eutectic solvents; green chemistry; heterocyclic moiety.

MeSH terms

  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Green Chemistry Technology*
  • Molecular Structure
  • Solvents / chemistry*
  • Spectrum Analysis

Substances

  • Benzimidazoles
  • Solvents
  • benzimidazole