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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| Veröffentlicht in: | Tetrahedron 2013-01, Vol.69 (2), p.738-743 |
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| container_title | Tetrahedron |
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| creator | Balalaie, Saeed Baoosi, Leila Tahoori, Fatemeh Rominger, Frank Bijanzadeh, Hamid Reza |
| description | 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.
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| doi_str_mv | 10.1016/j.tet.2012.10.082 |
| format | Article |
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| ispartof | Tetrahedron, 2013-01, Vol.69 (2), p.738-743 |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Amines Availability Bonding Derivatives Dialkyl acetylenedicarboxylate Dichloroethane Domino Michael/cyclization Enaminone Methyl (arylmethylidene) pyruvate N-Substituted 1,4-dihydropyridines Pyruvates Synthesis Tetrahedrons Zinc chloride |
| title | Synthesis of polysubstituted 1,4-dihydropyridines via three-component reaction |
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