Synthesis of 2-(N-benzylpyrrolyl)-benzimidazoles using polyphosphoric acid prompted cyclocondensation

Synthesis of a series of 2‐substituted benzimidazoles was carried out for screening anti‐inflammatory activities. 2‐(N‐benzylpyrrolyl)‐benzimidazoles 9a, 9b, 9c, 9d, 9e, 9f, 9g, 9h, 9i, 9j, 9k were synthesized from N‐benzyl‐2‐pyrrole carboxylic acids 8a, 8b, 8c, 8d and 4‐substituted‐1,2‐phenylenedia...

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Published in:Journal of heterocyclic chemistry 2010-11, Vol.47 (6), p.1367-1371
Main Authors: Mochona, Bereket, Le, Laine, Gangapuram, Madhavi, Mateeva, Nelly, Ardley, Tiffany, Redda, Kinfe K.
Format: Article
Language:English
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Summary:Synthesis of a series of 2‐substituted benzimidazoles was carried out for screening anti‐inflammatory activities. 2‐(N‐benzylpyrrolyl)‐benzimidazoles 9a, 9b, 9c, 9d, 9e, 9f, 9g, 9h, 9i, 9j, 9k were synthesized from N‐benzyl‐2‐pyrrole carboxylic acids 8a, 8b, 8c, 8d and 4‐substituted‐1,2‐phenylenediamines by cyclocondensation utilizing polyphosphoric acid (PPA) as condensing agent. The N‐benzyl‐2‐pyrrole carboxylic acids were prepared by standard method of N‐benzylation of 2‐pyrrole carboxylate using NaH/DMF and appropriately substituted benzyl halides followed by alkaline hydrolysis. J. Heterocyclic Chem., (2010).
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.480