Parallel synthesis of 2-sulphanylated bis-benzimidazoles on soluble polymer support

Journal of Combinatorial Chemistry
Chia-Mao ChangChung-Ming Sun

Abstract

A well-sustained multistep synthetic protocol has been designed for the PEG-functionalized aromatic acid amide to generate a molecular library of 2-alkylthio bis-benzimidazoles. An attempted synthesis of benzimidazole-2-thiol in dichloromethane has led to S-chloromethyl methyl sulfides, mimicking bacterial enzymatic systems. Regioselective S-alkylation was brought about under controlled conditions using a mild base at room temperature. The polymer-free compounds, 2-sulfanylated bisbenzimidazoles, were obtained in high yields and high purities. Chemical shift changes in proton and carbon NMR have been employed to monitor the progress of the reaction steps and to prove the site of S-alkylation, respectively.

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Citations

Jan 1, 2010·Acta Crystallographica. Section E, Structure Reports Online·Tao SunHuilu Wu
Jan 1, 2010·Acta Crystallographica. Section E, Structure Reports Online·Guo-Dong Feng, Luan Jiang
Oct 27, 2009·Journal of Combinatorial Chemistry·Chih-Hau ChenChung-Ming Sun

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