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  • 1
    Electronic Resource
    Electronic Resource
    TheKnoevenagel reaction of malononitrile with some cyclic β-ketocarbothionic acid anilides synthesis of cycloalkeno-pyridines and cycloalkeno-thiopyrans (1982)
    Springer
    Monatshefte für Chemie 113 (1982), S. 583-592 
    Details
    ISSN: 1434-4475
    Keywords: Cycloalkeno[c]pyridines ; Cycloalkeno[c]thiopyrans ; Reactions with malononitrile
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Es wird ein neuer Zugang zu Cycloalkeno[c]pyridinen (2) und Cycloalkeno[c]thiopyranen (5) mittels Reaktion von Malononitril mit Enaminen cyclischer β-Ketocarbothionsäureaniliden aufgezeigt. Die Strukturaufklärung der erhaltenen Verbindungen basiert auf massenspektroskopischen Daten. Die Reaktion wird als Folge von Addition, Eliminierung und Cyclisierung diskutiert.
    Notes: Abstract A new route to the cycloalkeno-pyridines2 and cycloalkeno-thiopyrans5 by the reaction of malononitrile with enamines of cyclic β-ketocarbothionic acid anilides is presented. The elucidation of the structure of compounds obtained is based on MS spectral data. The reaction is proposed to be a sequence of addition, elimination and cyclization.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00800265
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  • 2
    Electronic Resource
    Electronic Resource
    Reaction of 1-Oxa-4-aza-1,3-butadienes with Ketenes: Synthesis of Functionalized β-Lactams (1998)
    Springer
    Monatshefte für Chemie 129 (1998), S. 81-87 
    Details
    ISSN: 1434-4475
    Keywords: Keywords. Cycloaddition; Acid chlorides; 1-Oxa-4-aza-1 ; 3-butadienes; β-Lactams.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung.  Die Reaktion von aus β-Phenyl-α,β-diketopropionsäureester (1a), β-Phenyl-α,β-diketopropionsäuremorpholid (1b) und α,β-Diketobuttersäuremorpholid (1c) hergestellten Phenyliminen mit Ketenen (2) in Gegenwart von Triethylamin ergab Mischungen der diastereomeren Azetidinone 3 und 4. Die Reaktion von 3e mit Natriumborhydrid führte über eine Reduktion der Benzoylgruppe zum Hydroxyderivat 5. Die Struktur der erhaltenen Produkte wurde aus analytischen und spektroskopischen Daten abgeleitet.
    Notes: Summary.  The reaction of phenylimines derived from β-phenyl-α,β-diketopropionic acid ester (1a) β-phenyl-α,β-diketopropionic acid morpholide (1d), and α,β-diketobutyric acid morpholide (1c) with ketenes 2 in the presence of triethylamine yielded a mixture of diastereoisomeric azetidinones 3 and 4. The reaction of 3e with sodium borohydride involved the reduction of the benzoyl moiety affording hydroxy derivative 5. The structure of the obtained products was established on the basis of analytical and spectroscopic data.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/PL00010107
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis of Phenylthio Substituted 4H-Pyrans and 2-Pyridinones by Conjugate Addition-Cyclization of CH-Acids to α,β-Unsaturated Ketones (1999)
    Springer
    Monatshefte für Chemie 130 (1999), S. 545-554 
    Details
    ISSN: 1434-4475
    Keywords: Keywords. α ; β-Unsaturated ketones; Michael addition; 2H-Pyrans; 2-Pyridones.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung.  Die konjugierte Addition von Malonitril an α,β-ungesättigte Ketone, die durch Piperidin katalysiert wird, ergibt 2-Amino-4-aryl-6-methyl-5-(phenylthio)-4H-pyran-3-carbonitrile. Die Reaktion α,β-ungesättigter Ketone mit Cyanacetamid führt zu Pyridonderivaten. Die Umsetzung von Malonitril und Ethylcyanoacetat mit einem Enaminon erfolgt unter Eliminierung von Dimethylamin und liefert 2-Pyridonderivate.
    Notes: Summary.  The conjugate addition of malononitrile to α,β-unsaturated ketones catalyzed by piperidine yielded 2-amino-4-aryl-6-methyl-5-(phenylthio)-4H-pyran-3-carbonitriles. The reaction of α,β-unsaturated ketones with cyanoacetamide led to 2-pyridone derivatives. The reaction of malononitrile and ethyl cyanoacetate with an enaminone occurred under elimination of dimethylamine to yield 2-pyridone.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/PL00010233
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  • 4
    Electronic Resource
    Electronic Resource
    Intramolecular Hetero-Diels-Alder Reactions of Functionalized α, β-Unsaturated Carbonyl Compounds: Polycyclic 2H-Pyran Derivatives (1999)
    Springer
    Monatshefte für Chemie 130 (1999), S. 795-807 
    Details
    ISSN: 1434-4475
    Keywords: Keywords. Intramolecular hetero-Diels-Alder reaction; α ; β-Unsaturated ketones; 2H-Pyrans.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung.  Reaktion von Benzoylacetonitril, Methylcyanoacetat and Ethylbenzoylacetat mit 2-Allyloxy- und 2-(3-Methyl-2-butenyloxy)-benzaldehyd sowie mit 2-(3-Methyl-2-butenyloxy)-1-naphthaldehyd ergab das entsprechende Knoevenagel-Derivat. Einige dieser letzteren Produkte unterlagen einer spontanen intramolekularen Cycloaddition zu cis-verknüpfen 2H-Pyranderivaten als Hauptprodukt. Eintopfreaktionen von 1,3-Cyclohexandion und 5,5-Dimethyl-1,3-cyclohexandion mit 2-(3-Methyl-2-butenyloxy)-benzaldehyd und 2-(3-Methyl-2-butenyloxy)-1-naphthaldehyd resultierten in Diels-Alder-Cycloaddukten.
    Notes: Summary.  The reaction of benzoylacetonitrile, methyl cyanoacetate, and ethyl benzoylacetate with 2-allyloxy- and 2-(3-methyl-2-butenyloxy)-benzaldehyde as well as 2-(3-methyl-2-butenyloxy)-1-naphthaldehyde afforded the corresponding Knoevenagel condensation products. Some of those underwent spontaneous intramolecular cycloaddition to give cis-fused 2H-pyran derivatives as major products. One-pot reactions of 1,3-cyclohexanedione and 5,5-dimethyl-1,3-cyclohexanedione with 2-(3-methyl-2-butenyloxy)-benzaldehyde and 2-(3-methyl-2-butenyloxy)-1-naphthaldehyde resulted in Diels-Alder cycloadducts.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/PL00010261
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  • 5
    Electronic Resource
    Electronic Resource
    The reaction of malononitrile with enamines of β-ketocarbothionic acid anilides (1983)
    Springer
    Monatshefte für Chemie 114 (1983), S. 1189-1196 
    Details
    ISSN: 1434-4475
    Keywords: Thiopyrans ; Thioxo-pyridines ; Reactions with malonitrile
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die Reaktion von β-Morpholino-thiozimtsäureaniliden1 mit Malononitril lieferte 2-Arylimino-thiopyrane3, die unter alkalischen Bedingungen zu 6-Thioxo-pyridinen5 umgesetzt wurden. Die Struktur der dabei erhaltenen Verbindungen wurde mittels chemischer und spektroskopischer Eigenschaften zugeordnet. Der Mechanismus der Konversion von3 zu5 wird diskutiert.
    Notes: Abstract The reaction of β-morpholino-thiocinnamic acid anilides1 with malononitrile yielded 2-arylimino-thiopyrans3, which in turn were converted under alkaline conditions into 6-thioxo-pyridines5. Their structures were elucidated on the basis of chemical properties and spectral data. The mechanism of the conversion3 into5 is discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00799932
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  • 6
    Electronic Resource
    Electronic Resource
    Phase transfer catalysed alkylation of enamines of β-keto carbothionic acid anilides with dihalogenoalkanes: Synthesis of Cyclic S,N-Acetals of α-Oxo Ketene (1989)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 231-242 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Alkylation of 2-morpholino-cycloalken-1-carbothionic acid anilides 1 and 2 with 1,3-dibromopropane in a two-phase system leads to 1-morpholino-cycloalken-3-aryl-tetrahydro-1,3-thiazine-2-ylidene 3 and 4. Reactions of 2-morpholino-cyclopenten-1-carbothionic acid anilides 5 and 3-morpholinothiocinnamic acid anilides 8 with 1,2-dibromoethane yield 1-morpholino-cyclopenten-3-aryl-thiazolidine-2-ylidene 7 and 2-(2′-phenyl-2′-oxo-ethylidene-3-aryl)thiazolidine 9, respectively. Alkylation of 1-indanone- and 1-tetralone-2-carbothionic acid anilides 11 and 12 with dihalogenoalkanes yield 1-oxo-indanylidene- and 1-oxo-tetralidenethiazolidines 14, 16 and tetrahydro-1,3-thiazines 15, 17, respectively.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19893310210
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  • 7
    Electronic Resource
    Electronic Resource
    The Reaction of Malononitrile with Enamines of some cyclic β-Keto acid anilides and amidines (1984)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 326 (1984), S. 721-728 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of enamines 1 derivatives of cyclohexanon- or cycloheptanon-2-carboxylic acid anilides with malononitrile gave in the first step 2-phenylcarbamoyl-cycloalkylideno-malononitriles 3, which in turn were converted into 1-oxo-2-phenyl-3-amino-4-cyano-cycloalkenoisoquinolines 4. Enamines containing an adjacent diphenylamidino group 6 reacted with malononitrile giving 1-phenylimino-2-phenyl-3-amino-4-cyano-cycloalkenoisoquinolines 7. The alkaline hydrolysis of 7 yielded 1-phenylamino-3-oxo-4-cyano-cycloalkenoisoquinoline 8.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19843260503
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesis of functionalized pyridines and thiophenes by Michael addition of some β-keto carbothioic acid anilides to electrophilic olefins (1995)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 337 (1995), S. 71-74 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19953370117
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  • 9
    Electronic Resource
    Electronic Resource
    Synthesis of polyazaheterocycles by Michael addition of CH acids to α,β-unsaturated nitriles. Synthesis of pyrido[1,2-a]benzimidazole and pyrimido[5′,4′: 5,6]pyrido[1,2-a]benzimidazole derivatives (1993)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 335 (1993), S. 279-282 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Addition of 1H-benzimidazole-2-carbonitrile (1) to arylidenemalononitrile (2) gave 1-amino-3-aryl pyrido[1,2-a]benzimidazole-2,4-dicarbonitrile (3), 2-aryl-benzimidazole (4) and 1H-benzimidazole-2-acetonitrile,α-(arylmethylene) (5). Compounds (3) reacted with formamide yielding 4-amino-5-aryl pyrimido[5′,4′: 5,6]pyrido[1,2-a]benzimidazole (6).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19933350311
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  • 10
    Electronic Resource
    Electronic Resource
    Reaction of Some Cyclic Dienamines of Carbothioic Acid Anilides with Malononitrile (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 1131-1134 
    Details
    ISSN: 0170-2041
    Keywords: Dienamines, cyclic ; Carbothioic acid anilides ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Morpholino enamines 1,2, and 3 of 2-(cyclopentylidene)-1-cyclopentanone, 2-(1-cyclohexenyl)-1-cyclohexanone, and 2-(cycloheptylidene)-1-cycloheptanone, respectively, react with aryl isothiocyanates to yield 1-cycloalkene-1-carbothioic acid anilides 4, 5, and 6, respectively. Compounds 4 and 5 react with malononitrile to give the hexahydroisoquinolines 9 and the cyclopenta[c]pyridine 11, respectively.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890281
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