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A New One-Pot Synthesis of Quinoline-2-carboxylates under Heterogeneous Conditions

Green Chemistry Group, Chemistry Division, School of Science and Technology, University of Camerino, via S. Agostino 1, 62032 Camerino, Italy
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2016, 21(6), 776;
Received: 24 May 2016 / Revised: 7 June 2016 / Accepted: 8 June 2016 / Published: 15 June 2016
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Quinoline-2-carboxylates are an important subclass of quinoline derivatives largely present in a variety of biologically active molecules, as well as useful ligands in metal-catalyzed reactions. Herein, we present a new one-pot protocol for synthesizing this class of derivatives starting from β-nitroacrylates and 2-aminobenzaldehydes. In order to optimize the protocol, we investigated several reaction conditions, obtaining the best results using the 2-tert-Butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) as solid base, in acetonitrile. Finally, we demonstrated the generality of our approach over several substrates which led to synthesize a plethora of functionalized quinolines-2-carboxylate derivatives in good overall yields. View Full-Text
Keywords: quinolines; β-nitroacrylates; one-pot processes; solid supported reagents; heterocycles quinolines; β-nitroacrylates; one-pot processes; solid supported reagents; heterocycles

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Gabrielli, S.; Giardinieri, A.; Sampaolesi, S.; Ballini, R.; Palmieri, A. A New One-Pot Synthesis of Quinoline-2-carboxylates under Heterogeneous Conditions. Molecules 2016, 21, 776.

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