Parallel synthesis of novel benzimidazoles on a soluble polymer support-Reference-Cited by-同舟云学术

Parallel synthesis of novel benzimidazoles on a soluble polymer support

Published:2005-06-01 Issue:2 Volume:3 Page:288-294
ISSN:2391-5420
Container-title:Open Chemistry
language:
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Author:

Chang Ling-Ju¹,Kulkarni Manohar¹,Sun Chung-Ming¹

Affiliation:

1. 1Laboratory of Combinatorial Drug Discovery of Department of Chemistry, National Dong Hwa University, Shou-Feng, 974, Hualien, Taiwan

Abstract

AbstractLiquid phase combinatorial synthesis using a soluble polyethylene glycol (PEG) polymer support and commercially available 3-nitro-4-fluoro benzoic acid is carried out in order to create a molecular library of trisubstituted benzimidazoles. The PEG-ester conjugate of 3-nitro-4-fluoro benzoic acid is subjected to ipso-fluoro displacement by various primary amines. The nitro group is reduced under neutral conditions using excess zinc and ammonium chloride, producing the polymer-boundo-phenylene diamines. Reaction of the diamines with different aldehydes results in cyclisation to benzimidazoles. The polymer support is cleaved releasing the desired products in high yields and purity. All reactions are performed at room temperature.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Link

http://link.springer.com/content/pdf/10.2478/BF02475997.pdf

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