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BF3·Et2O promoted selective synthesis of benzimidazoles

✍ Scribed by E. Rajanarendar; P. Ramesh; E. Kalyan Rao; G. Mohan; A. Siva Rami Reddy

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
408 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Benzimidazoles 3, 6 and 9 have been synthesized selectively in excellent yields by cyclocondensation of β‐(3‐methyl‐5‐styryl‐4‐isoxazolyl amido) benzoic acids, acrylic acids and propionic acids with 1,2‐phenylene diamines by employing BF~3~·Et~2~O as the catalyst. When the same reaction was carried out in pyridine it resulted in mixture of products in each case (3 & 4, 6 & 7 and 9 & 10). Other methods tried by using polyphosphoric acid, HCl, TFA also led to mixtures of 3 & 4, 6 & 7 and 9 & 10 in each case, similar to that of pyridine reaction.

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