CC BY 4.0 · SynOpen 2023; 07(03): 414-421
DOI: 10.1055/a-2149-4113
paper

Pyrrolidinium Acetate (PyrrIL) as a Green and Recyclable Catalyst: Synthesis of 2-Phenyl Benzimidazoles and 2-Phenyl Benzothiazoles under Solvent-Free Conditions at Room Temperature

Ramesh Katla
a   Foreign Visiting Professor, Organic Chemistry Laboratory-IV, School of Chemistry and Food, Federal University of Rio Grande-FURG, Rio Grande, RS-Brazil, Brazil
b   Research Scientist, Department of Hematology/Oncology, University of Virginia, Charlottesville, VA, USA
,
Rakhi Katla
c   Organic Catalysis and Biocatalysis Laboratory - LACOB, Federal University of Grande Dourados-UFGD, Dourados/MS, Brazil
› Author Affiliations
R.K. thanks the ‘CNPq-TWAS fellow’, R.K. (Foreign Visiting Professor-Edital N.03/2020 PROPESP/FURG) thanks to the Pró-Reitoria de Pesquisa e Pós-Graduação, Universidade Federal do Rio Grande (PROPESP-FURG),, Rio Grande-RS for visiting professorship.


Abstract

Benzimidazoles and benzothiazoles are a class of pharmacologically potential compounds, which exhibited antimicrobial, anticancer, and anti-inflammatory activities. These can be obtained by simple condensation of o-phenylenediamine or o-aminothiophenol with aromatic aldehydes. The synthetic protocol can be accomplished/improved by varying reaction parameters such as temperature, solvents, and catalysts. To develop such condensation reactions in a sustainable way, nontoxic solvents and eco- friendly catalysts are presently used. In this study, we proposed a novel and interesting strategy for obtaining diversely substituted 2-phenyl benzimidazole and 2-phenyl benzothiazole derivatives via a one-pot protocol, employing pyrrolidinium ionic liquid as a green and environmentally benign catalyst under solvent-free conditions at room temperature in an open atmosphere. The resulting products were obtained in good to excellent yields within a short reaction time (3–20 min). A plausible mechanism was also discussed.

Supporting Information



Publication History

Received: 23 June 2023

Accepted after revision: 04 August 2023

Accepted Manuscript online:
07 August 2023

Article published online:
08 September 2023

© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)

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