Syntheses of Some 1,2- and 1,4-Dihydropyridines and X-Ray Crystal Structures of 1-Dimethylamino-5-ethoxycarbonyl-1,4-dihydro-3-methoxycarbonyl-2- methyl-4-phenylpyridine, 3-Cyano-3,4-dihydro-5-methoxycarbonyl-6-methyl-4-phenylpyridin-2( 1H)-one and 5-Ethoxycarbonyl-1,4-dihydro-3-methoxycarbonyl-1,2-dimethyl-4-phe nylpyridine

Pendleton, Max D.; Beddoes, Roy L.; Andrew, N. J.; Joule, J. A.; Butters, Michael

doi:10.1039/a607198h

J. Chem. Res.

1997

DOI: 10.1039/a607198h

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Syntheses of Some 1,2- and 1,4-Dihydropyridines and X-Ray Crystal Structures of 1-Dimethylamino-5-ethoxycarbonyl-1,4-dihydro-3-methoxycarbonyl-2- methyl-4-phenylpyridine, 3-Cyano-3,4-dihydro-5-methoxycarbonyl-6-methyl-4-phenylpyridin-2( 1H)-one and 5-Ethoxycarbonyl-1,4-dihydro-3-methoxycarbonyl-1,2-dimethyl-4-phe nylpyridine

Max D. Pendleton¹,

Roy L. Beddoes²,

N. J. Andrew³

et al.

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Cited by 7 publications

(1 citation statement)

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“…However, the synthesis of functionally substituted 1,2-dihydropyridines is often difficult; they are usually prepared by reduction [4][5][6] or functionalization [7] of pyridine derivatives.…”

mentioning

confidence: 99%

New Microwave-Assisted Reaction of 3-Trimethylsilylpropynal with 2-Aminopyridine

et al. 2005

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mentioning

confidence: 99%

New Microwave-Assisted Reaction of 3-Trimethylsilylpropynal with 2-Aminopyridine

et al. 2005

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ChemInform Abstract: Syntheses of Some 1,2‐ and 1,4‐Dihydropyridines and X‐Ray Crystal Structures of 1‐Dimethylamino‐5‐ethoxycarbonyl‐1,4‐dihydro‐3‐ methoxycarbonyl‐2‐methyl‐4‐phenylpyridine, 3‐Cyano‐3,4‐dihydro‐5‐ methoxycarbonyl‐6‐methyl‐4‐phenylpyridin‐2(1H)‐one, and 5‐ Ethoxycarbonyl‐1,4‐dihydro‐3‐methoxycarbonyl‐1,2‐dimethyl‐4‐ phenylpyridine.

et al. 1997

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Syntheses of Some 1,2-and 1,4-Dihydropyridines and X-Ray Crystal Structures of 1-Dimethylamino-5-ethoxycarbonyl-1,4-dihydro-3methoxycarbonyl-2-methyl-4-phenylpyridine, 3-Cyano-3,4-dihydro-5-methoxycarbonyl-6-methyl-4-phenylpyridin-2(1H)-one, and 5-Ethoxycarbonyl-1,4-dihydro-3-methoxycarbonyl-1,2-dimethyl-4phenylpyridine.-The synthesis of 1,4-dihydropyridine (XI), its 1,2dihydro isomer (X), and crystal structures of (XI) and some byproducts (V) and (VI) obtained during the ring synthesis are described. -(PENDLETON, M. D.; BEDDOES, R. L.; ANDREW, N. J.; BUTTERS, M.; JOULE, J. A.; J. Chem. Res., Synop. (1997) 3, 86-87; Chem. Dep., Univ. Manchester, Manchester M13 9PL, UK; EN)

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Imidazole‐catalyzed Three‐component Cascade Reaction for the Facile Synthesis of Highly Substituted 3,4‐Dihydropyridin‐2‐one Derivatives

Liu

Tan

et al. 2012

Chin. J. Chem.

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A novel one-pot protocol for the synthesis of valuable 3,4-dihydropyridin-2-ones from the condensation of aldehyde with cyanoacetamide and 1,3-dicarbonyl compounds in the presence of imidazole was developed. A series of aldehydes and 1,3-dicarbonyl compounds were employed to examine the scope of substrates for this protocol. This reaction proceeded through the formation of one ring and four new bonds (two C-C, one C-N, one C＝C) via the sequence involving Knoevenagel condensation, Michael addition and intramolecular cyclization with moderate to excellent yields. All new compounds were characterized by IR, 1 H NMR, 13 C NMR and HRMS.

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Cited by 7 publications

References 15 publications

New Microwave-Assisted Reaction of 3-Trimethylsilylpropynal with 2-Aminopyridine

New Microwave-Assisted Reaction of 3-Trimethylsilylpropynal with 2-Aminopyridine

Imidazole‐catalyzed Three‐component Cascade Reaction for the Facile Synthesis of Highly Substituted 3,4‐Dihydropyridin‐2‐one Derivatives

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