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Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines

  • Samia Michel Agamy , Mervat Mohammed Abdel-Khalik , Mona Hassan Mohamed und Mohammed Hilmy Elnagdi EMAIL logo
Veröffentlicht/Copyright: 2. Juni 2014
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Zeitschrift für Naturforschung B
Aus der Zeitschrift Zeitschrift für Naturforschung B Band 56 Heft 10

Enaminones react with a variety of active methyl and methylene reagents in presence of ammonium acetate to yield functionally substituted pyridines in good yields. The reaction proceeded via initial Michael addition across the double bond followed by cyclization. The reaction of enaminone with aromatic aldehyde in acetic acid/ammonium acetate afforded the dihydropyridine that was oxidized to the corresponding pyridine.

Keywords : Michael Addition; Acyl- and Aroylpyridines; Dihydropyridines
Received: 2001-3-17
Published Online: 2014-6-2
Published in Print: 2001-10-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Artikel in diesem Heft

  1. Darstellung und Strukturaufklärung von Tricäsiumundecaphosphid- Ammoniakat(1/3) Cs3P11 · 3 NH3 / Synthesis and Crystal Structure of Tricesium Undecaphosphide-Ammonia(l/3) Cs3P11 · 3 NH3
  2. Magnetic Properties and Crystal Structure of a 3,5-Dimethylpyrazolate-Bridged Binuclear Copper(II) Complex
  3. Enantioselective Catalysis, 139 [1]. A Chiral Cyclic Amidine Containing a Pyridine Substituent - Synthesis, Coordination Chemistry, Catalysis
  4. Tetraberyllium-η4-oxo-hexa(arylcarboxylates)
  5. Drei Formen des Samarium(III)-Sulfidselenids Sm2S2-xSe1+x (0,1 ≤ x < 0,2) / Tree Types of the Samarium(III) Sulfide Selenide Sm2S2-xSe1+x (0,1 ≤ x < 0,2)
  6. Investigations on the Thermal Decomposition of Coordination Polymers Based on Copper(I) Halides and 2-Methylpyrazine
  7. Crystal Structure and Tautomerism of 1-[N-(4-Iodophenyl)]aminomethylidene-2(1H)naphthalenone
  8. N-Silylaminotin Trichlorides. Synthesis and Characterisation by Multinuclear Magnetic Resonance Spectroscopy
  9. Synthese und Eigenschaften von 2-Cyanimino-l,3-dimethylimidazolin [1] / Synthesis and Properties of 2-Cyanimino-l,3-dimethylimidazoline [1]
  10. Synthesis and Crystal Structure of (dmaaH)2(dmaH)2[P12Sn12N12(NH)2] · 4 dmaa, dmaa = N,N-Dimethylacetamide, dma = Dimethylamine, an Anhydrous Example of the P12N14Cage
  11. Synthesen, Kristallstrukturen und magnetische Eigenschaften von [Li(12-Krone-4)2][Li(12-Krone-4)(OH2)]2[Nb6Cl18], [Li(15-Krone-5)2(OH2)]3[Nb6Cl18] und [(18-Krone-6)2(O2H5)]3[Nb6Cl18] / Syntheses, Crystal Structures and Magnetic Behaviour of [Li(12-Krone-4)2][Li(12-Krone-4)(OH2)]2[Nb6Cl18], [Li(15-Krone-5)2(OH2)]3[Nb6Cl18] and [(18-Krone-6)2(O2H5)]3[Nb6Cl18]
  12. Investigation of the Thionation Reaction of Cyclic Imides
  13. Polysulfonylamine, CXLII [1]. Ein supramolekulares Monomer-Dimer-Paar: Starke und schwache Wasserstoffbrücken in den Kristallstrukturen von Pyridinium-dimesylamid und 4,4´-Bipyridindiium-bis(dimesylamid) / Polysulfonylamines, CXLII [1]. A Supramolecular Monomer-Dimer Pair: Strong and Weak Hydrogen Bonding in the Crystal Structures of Pyridinium Dimesylamide and 4,4´-Bipyridinediium Bis(dimesylamide)
  14. Polysulfonylamine, CXLIII [1], Rolle schwacher Wasserstoffbrücken (C - H···O) in den Kristallstrukturen von 2,6-Dimethylpyridinium-, 1-Hydroxypyridinium- und Imidazolium-dimesylamid / Polysulfonylamines, CXLIII [1], Role of Weak Hydrogen Bonds (C - H···O) in the Crystal Structures of 2,6-Dimethylpyridinium , 1-Hydroxypyridinium and Imidazolium Dimesylamide
  15. Synthesis and Structural Studies of 5, 11, 17, 23-Tetrahydroxyresorc[4]arenes
  16. Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines
  17. Remangilone D, a New Bisnoroleanane Triterpene, and a New Flavone from Physena madagascariensis [1]
  18. Notizen: Metallkomplexe mit biologisch wichtigen Liganden, CXXXIX [1], Ein Ferrocenylen-verbrücktes Pseudohexapeptid Fe[C5H4CH 2OGlyValOMe(Val-Boc)]2 / Metal Complexes of Biologically Important Ligands, CXXXIX [1]. A Ferrocenylene Bridged Pseudohexapeptide Fe[C5H4CH 2OGlyValOMe(Val-Boc)]2
https://doi.org/10.1515/znb-2001-1016
Schlagwörter für diesen Artikel
Michael Addition; Acyl- and Aroylpyridines; Dihydropyridines

Artikel in diesem Heft

  1. Darstellung und Strukturaufklärung von Tricäsiumundecaphosphid- Ammoniakat(1/3) Cs3P11 · 3 NH3 / Synthesis and Crystal Structure of Tricesium Undecaphosphide-Ammonia(l/3) Cs3P11 · 3 NH3
  2. Magnetic Properties and Crystal Structure of a 3,5-Dimethylpyrazolate-Bridged Binuclear Copper(II) Complex
  3. Enantioselective Catalysis, 139 [1]. A Chiral Cyclic Amidine Containing a Pyridine Substituent - Synthesis, Coordination Chemistry, Catalysis
  4. Tetraberyllium-η4-oxo-hexa(arylcarboxylates)
  5. Drei Formen des Samarium(III)-Sulfidselenids Sm2S2-xSe1+x (0,1 ≤ x < 0,2) / Tree Types of the Samarium(III) Sulfide Selenide Sm2S2-xSe1+x (0,1 ≤ x < 0,2)
  6. Investigations on the Thermal Decomposition of Coordination Polymers Based on Copper(I) Halides and 2-Methylpyrazine
  7. Crystal Structure and Tautomerism of 1-[N-(4-Iodophenyl)]aminomethylidene-2(1H)naphthalenone
  8. N-Silylaminotin Trichlorides. Synthesis and Characterisation by Multinuclear Magnetic Resonance Spectroscopy
  9. Synthese und Eigenschaften von 2-Cyanimino-l,3-dimethylimidazolin [1] / Synthesis and Properties of 2-Cyanimino-l,3-dimethylimidazoline [1]
  10. Synthesis and Crystal Structure of (dmaaH)2(dmaH)2[P12Sn12N12(NH)2] · 4 dmaa, dmaa = N,N-Dimethylacetamide, dma = Dimethylamine, an Anhydrous Example of the P12N14Cage
  11. Synthesen, Kristallstrukturen und magnetische Eigenschaften von [Li(12-Krone-4)2][Li(12-Krone-4)(OH2)]2[Nb6Cl18], [Li(15-Krone-5)2(OH2)]3[Nb6Cl18] und [(18-Krone-6)2(O2H5)]3[Nb6Cl18] / Syntheses, Crystal Structures and Magnetic Behaviour of [Li(12-Krone-4)2][Li(12-Krone-4)(OH2)]2[Nb6Cl18], [Li(15-Krone-5)2(OH2)]3[Nb6Cl18] and [(18-Krone-6)2(O2H5)]3[Nb6Cl18]
  12. Investigation of the Thionation Reaction of Cyclic Imides
  13. Polysulfonylamine, CXLII [1]. Ein supramolekulares Monomer-Dimer-Paar: Starke und schwache Wasserstoffbrücken in den Kristallstrukturen von Pyridinium-dimesylamid und 4,4´-Bipyridindiium-bis(dimesylamid) / Polysulfonylamines, CXLII [1]. A Supramolecular Monomer-Dimer Pair: Strong and Weak Hydrogen Bonding in the Crystal Structures of Pyridinium Dimesylamide and 4,4´-Bipyridinediium Bis(dimesylamide)
  14. Polysulfonylamine, CXLIII [1], Rolle schwacher Wasserstoffbrücken (C - H···O) in den Kristallstrukturen von 2,6-Dimethylpyridinium-, 1-Hydroxypyridinium- und Imidazolium-dimesylamid / Polysulfonylamines, CXLIII [1], Role of Weak Hydrogen Bonds (C - H···O) in the Crystal Structures of 2,6-Dimethylpyridinium , 1-Hydroxypyridinium and Imidazolium Dimesylamide
  15. Synthesis and Structural Studies of 5, 11, 17, 23-Tetrahydroxyresorc[4]arenes
  16. Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines
  17. Remangilone D, a New Bisnoroleanane Triterpene, and a New Flavone from Physena madagascariensis [1]
  18. Notizen: Metallkomplexe mit biologisch wichtigen Liganden, CXXXIX [1], Ein Ferrocenylen-verbrücktes Pseudohexapeptid Fe[C5H4CH 2OGlyValOMe(Val-Boc)]2 / Metal Complexes of Biologically Important Ligands, CXXXIX [1]. A Ferrocenylene Bridged Pseudohexapeptide Fe[C5H4CH 2OGlyValOMe(Val-Boc)]2
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