Journal
RSC ADVANCES
Volume 5, Issue 63, Pages 51012-51018Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra08183a
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Funding
- Council of Scientific & Industrial Research (CSIR), Govt. of India
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An environmentally benign and highly catalyst-substrate controlled synthesis of 1,2-disubstituted and 2-substituted benzimidazoles with outstanding selectivity has been developed through grinding a mixture of o-phenylenediamines, suitable aldehydes and an imidazolium trifluoroacetate protic ionic liquid catalyst. The newly developed metal-free catalysis approach produced 1,2-disubstituted benzimidazoles from aromatic aldehydes bearing electron donating group, whereas aromatic aldehydes possessing electron withdrawing groups and aldehydes with 2-alkoxy substitution selectively furnished 2-substituted benzimidazoles and their chiral analogues. Low energy consumption, short reaction time and solvent-free synthesis make this methodology green, providing a useful contribution to the existing procedures available for the synthesis of benzimidazole derivatives.
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