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A combined-redox synthesis of 2-alkylbenzimidazoles from 2-nitroanilines by semiconductor photocatalysis
, K. Selvam, M. Swaminathan
Published in
2012
Volume: 42
   
Issue: 10
Pages: 1500 - 1508
Abstract
One-pot photocatalytic synthesis of 2-substituted benzimidazoles from 2-nitroanilines with different alcohols by combined redox cyclization reaction using TiO 2-P25 is reported. The reaction, when performed with ethanol, gives 2-methylbenzimidazole as a single product. However, in a mixture of ethanol and water (1:1), it gives both 2-methylbenzimidazole and 1-ethyl-2-methylbenzimidazole. The products have been characterized by Fourier transorm-infrared, 1H NMR, 13CNMR, and gas chromatography-mass spectrometry analysis. TiO 2-P25 behaves as a combined redox photocatalyst by reducing 2-nitroaniline and oxidizing alcohols simultaneously under ultraviolet light. Easy product isolation under mild conditions and good yield make this one-pot synthesis ecofriendly. Copyright © Taylor & Francis Group, LLC.
About the journal
JournalSynthetic Communications
ISSN00397911