4.4 Article

A new protocol to synthesize 1,4-dihydropyridines by using 3,4,5-trifluorobenzeneboronic acid as a catalyst in ionic liquid:: synthesis of novel 4-(3-carboxyl-1H-pyrazol-4-yl)-1,4-dihydropyridines

Journal

TETRAHEDRON
Volume 61, Issue 9, Pages 2465-2470

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.01.008

Keywords

1,4-dihydropyridines; 3,4,5-trifluorobenzeneboronic acid; ionic liquid; 4-(3-carboxyl-1H-pyrazol-4-yl)-1,4-dihydropyridines; Vilsmeier reagent

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3,4,5-Trifluorobenzeneboronic acid catalysed, ionic liquid mediated facile synthesis of 4-pyrazolyl 1,4-dihydropyridines at room temperature by the cyclocondensation of ethyl 3-aminocrotonate, pyrazole aldehyde and a beta-keto ester is reported. The procedure adopted was found to be eco-benign, facile at room temperature and better than the conventional, [bmim]Cl mediated and InCl3 catalysed, [bmim]Cl mediated 1,4-dihydropyridine syntheses. (C) 2005 Elsevier Ltd. All rights reserved.

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