Letters in Organic Chemistry

Author(s): Raghvendra S. Raghuvanshi, Virendra P. Yadav and Vinod K. Singh

DOI: 10.2174/1570178612666151028210206

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Superoxide Ion Promoted Synthesis of 2-Arylbenzimidazoles from Schiff Bases

Page: [67 - 70] Pages: 4

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Abstract

Background: Benzimidazoles exhibit a wide range of biological activities, including antiparasitic, antiulcer, antihypertensive, antihistaminic, anticancer, antiemetic and antiinflammatory agents.

Methods: Tetraethylammonium superoxide has been generated in situ by the phase transfer reaction of potassium superoxide and tetraethylammonium bromide in dry dimethylformamide at room temperature and subsequently allowed to react with a number of Schiff's bases.

Results: The Synthesis of 2-arylbenzimidazoles from Schiff bases using in situ generated tetraethylammonium superoxide in dry DMF, at room temperature.

Conclusion: The role of in situ generated Et4NO2 as an efficient agent to promote the synthesis of 2-arylbenzimidazole from Schiff base has been demonstrated under mild conditions.

Keywords: Benzimidazole, oxidative cyclization, superoxide.

Graphical Abstract