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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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2012
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| In: |
Tetrahedron
Year: 2013, Volume: 69, Issue: 2, Pages: 738-743 |
| ISSN: | 1464-5416 |
| DOI: | 10.1016/j.tet.2012.10.082 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.tet.2012.10.082 Verlag, lizenzpflichtig, Volltext: http://www.sciencedirect.com/science/article/pii/S004040201201678X 
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| Author Notes: | Saeed Balalaie, Leila Baoosi, Fatemeh Tahoori, Frank Rominger, Hamid Reza Bijanzadeh |
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| 500 | |a First published: 21 November 2012 | ||
| 500 | |a Dedicated to Professor Issa Yavari on theoccasion of his 65th birthday | ||
| 520 | |a 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. | ||
| 650 | 4 | |a -Substituted 1,4-dihydropyridines | |
| 650 | 4 | |a Dialkyl acetylenedicarboxylate | |
| 650 | 4 | |a Domino Michael/cyclization | |
| 650 | 4 | |a Enaminone | |
| 650 | 4 | |a Methyl (arylmethylidene) pyruvate | |
| 650 | 4 | |a Zinc chloride | |
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