Synthesis of polysubstituted 1,4-dihydropyridines via three-component reaction

An efficient one-pot synthesis of novel N-substituted 1,4-dihydropyridine derivatives via a three-component reaction of primary amines, dialkyl acetylenedicarboxylates, and methyl (arylmethylidene) pyruvates has been reported. The reaction is performed using ZnCl2 (40 mol %) in dichloroethane in goo...

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Hauptverfasser: Balalaie, Saeed (VerfasserIn) , Baoosi, Leila (VerfasserIn) , Tahoori, Fatemeh (VerfasserIn) , Rominger, Frank (VerfasserIn) , Bijanzadeh, Hamid Reza (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2012
In: Tetrahedron
Year: 2013, Jahrgang: 69, Heft: 2, Pages: 738-743
ISSN:1464-5416
DOI:10.1016/j.tet.2012.10.082
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.tet.2012.10.082
Verlag, lizenzpflichtig, Volltext: http://www.sciencedirect.com/science/article/pii/S004040201201678X
Volltext
Verfasserangaben:Saeed Balalaie, Leila Baoosi, Fatemeh Tahoori, Frank Rominger, Hamid Reza Bijanzadeh
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Zusammenfassung:An efficient one-pot synthesis of novel N-substituted 1,4-dihydropyridine derivatives via a three-component reaction of primary amines, dialkyl acetylenedicarboxylates, and methyl (arylmethylidene) pyruvates has been reported. The reaction is performed using ZnCl2 (40 mol %) in dichloroethane in good to high yields through a domino Michael/cyclization sequence. Notably, the ready availability of the starting materials, high bond-forming efficiency, good to high yields and the high level of practicability of the reaction and work up make this approach an attractive complementary method for access to N-substituted 1,4-dihydropyridines.
Beschreibung:Gesehen am 06.11.2020
First published: 21 November 2012
Dedicated to Professor Issa Yavari on theoccasion of his 65th birthday
Beschreibung:Online Resource
ISSN:1464-5416
DOI:10.1016/j.tet.2012.10.082