Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction

Bismuth nitrate catalyzed efficient Hantzsch reaction via four-component coupling reactions of aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione (dimedone), ethyl acetoacetate and ammonium acetate at 80 °C temperature was described as the preparation of 1,4-dihydropyridine derivatives. 2-Amino-4...

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Main Authors: S. Sheik Mansoor, K. Aswin, K. Logaiya, S.P.N. Sudhan
Format: Article
Language:English
Published: Elsevier 2016-09-01
Series:Journal of Saudi Chemical Society
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610312001433
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author S. Sheik Mansoor
K. Aswin
K. Logaiya
S.P.N. Sudhan
author_facet S. Sheik Mansoor
K. Aswin
K. Logaiya
S.P.N. Sudhan
author_sort S. Sheik Mansoor
collection DOAJ
description Bismuth nitrate catalyzed efficient Hantzsch reaction via four-component coupling reactions of aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione (dimedone), ethyl acetoacetate and ammonium acetate at 80 °C temperature was described as the preparation of 1,4-dihydropyridine derivatives. 2-Amino-4-phenyl-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives are also prepared under the same experimental conditions using aldehydes, dimedone, malononitrile and ammonium acetate in good yield. The higher catalytic activity of Bi(NO3)·5H2O is ascribed to its high acidity, thermal stability and water tolerance. The process presented here is operationally simple, environmentally benign and has excellent yield. Furthermore, the catalyst can be recovered conveniently and reused efficiently.
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spelling doaj.art-642a79d24d7549a187bfabc437bb73f62022-12-22T01:31:24ZengElsevierJournal of Saudi Chemical Society1319-61032016-09-0120S1S100S10810.1016/j.jscs.2012.09.010Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reactionS. Sheik MansoorK. AswinK. LogaiyaS.P.N. SudhanBismuth nitrate catalyzed efficient Hantzsch reaction via four-component coupling reactions of aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione (dimedone), ethyl acetoacetate and ammonium acetate at 80 °C temperature was described as the preparation of 1,4-dihydropyridine derivatives. 2-Amino-4-phenyl-3-cyano-7,7-dimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives are also prepared under the same experimental conditions using aldehydes, dimedone, malononitrile and ammonium acetate in good yield. The higher catalytic activity of Bi(NO3)·5H2O is ascribed to its high acidity, thermal stability and water tolerance. The process presented here is operationally simple, environmentally benign and has excellent yield. Furthermore, the catalyst can be recovered conveniently and reused efficiently.http://www.sciencedirect.com/science/article/pii/S1319610312001433Bismuth nitrate1,4-DihydropyridineHantzsch reactionOne-pot synthesisMulti component reaction
spellingShingle S. Sheik Mansoor
K. Aswin
K. Logaiya
S.P.N. Sudhan
Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
Journal of Saudi Chemical Society
Bismuth nitrate
1,4-Dihydropyridine
Hantzsch reaction
One-pot synthesis
Multi component reaction
title Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
title_full Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
title_fullStr Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
title_full_unstemmed Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
title_short Bismuth nitrate as an efficient recyclable catalyst for the one-pot multi component synthesis of 1,4-dihydropyridine derivatives through unsymmetrical Hantzsch reaction
title_sort bismuth nitrate as an efficient recyclable catalyst for the one pot multi component synthesis of 1 4 dihydropyridine derivatives through unsymmetrical hantzsch reaction
topic Bismuth nitrate
1,4-Dihydropyridine
Hantzsch reaction
One-pot synthesis
Multi component reaction
url http://www.sciencedirect.com/science/article/pii/S1319610312001433
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