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Synthesis 2010(3): 437-442  
DOI: 10.1055/s-0029-1218595
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Sulfonic Acid Functionalized Silica: A Mild, Reusable and Efficient Heterogeneous Catalyst for the Highly Diastereoselective Synthesis of cis-Isoquinolonic Acids

Ali Reza Karimi*, Rahim Pashazadeh
Department of Chemistry, Arak University, Arak 38156, Iran
Fax: +98(861)4173406; e-Mail: a-karimi@araku.ac.ir;
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Publikationsverlauf

Received 21 September 2009
Publikationsdatum:
07. Dezember 2009 (online)

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Abstract

Sulfonic acid functionalized silica (SAFS) is found to be a recyclable heterogeneous catalyst for the rapid and efficient synthesis of various cis-isoquinolonic acids from the three-component condensation reaction of homophthalic anhydride, an amine, and an aldehyde. This reaction was highly diastereoselective and only one diastereomer was obtained in all cases.

Key words

sulfonic acid functionalized silica - cis-isoquinolonic acids - diastereoselective synthesis - three-component reaction

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