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  • 1
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reaction of Aryl Alkyl Ketones with Dimorpholinodisulfide. - Contribution to the Willgerodt-Kindler-SynthesisSubstitution of the normally used sulfur-amine mixtures by dimorpholinodisulfide 1 in a modified Willgerodt-Kindler-reaction with the ketones 2a-d affords the products 5, 6 and 7. The fragmentation reaction of 1, occurring as a side reaction in the modified Willgerodt-Kindler-reaction affords the compounds 3 and 4.
    Notes: Ersetzt man die bisher üblichen Schwefel-Amin-Gemische durch Dimorpholinodisulfid 1 und wendet dieses in einer modifizierten Willgerodt-Kindler-Reaktion auf die Ketone 2a-d an, so können die Produkte 5, 6 und 7 isoliert werden. Die Fragmentierungsreaktion von 1, die als Konkurrenzreaktion bei den obengenannten Umsetzungen auftritt, führt zu den Verbindungen 3 und 4.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electrophilic Addition of Disulfur Dichloride to Alkynes, IV1). - Some Derivatives of the (1:1)-Adducts of Disulfur Dichloride and AlkynesIn dimethylformamide, which serves as a solvent and a catalyst, disulfur dichloride adds to alkynes to yield both divinyl sulfides and benzothiophenes. After oxidation of the resulting sulfides to the corresponding sulfones, the chlorine atoms located on the vinyl groups can be substituted by other nucleophilic agents.
    Notes: Dischwefeldichlorid addiert sich an substituierte Alkine unter Dimethylformamid-Katalyse und bildet sowohl Divinylsulfide als auch Benzothiophene. Nach Oxidation der Sulfide zu den entsprechenden Sulfonen können die vinylständigen Chloratome durch andere Nucleophile substituiert werden.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electrophilic Addition of Disulfur Dichloride (S2Cl2) to Alkynes, 1. Reaction of Dimethyl Acetylenedicarboxylate with Disulfur DichlorideDisulfur dichloride adds to the triple bond of dimethyl acetylenedicarboxylate 1 in dimethylformamide, which serves as a solvent and a catalyst, and affords the disulfide 2. The chlorine atoms of 2 can be substituted by nucleophilic agents to form 3, 4 and 5. On pyrolysis the dithiin 5 loses sulfur and yields the corresponding thiophene 6.
    Notes: Dischwefeldichlorid addiert sich an Acetylendicarbonsäure-dimethylester (1) unter Dimethylformamidkatalyse und bildet das Disulfid 2, dessen Chloratome durch Basen unter Bildung von 3, 4 und 5 substituiert werden können. Das Dithiin 5 erleidet bei der Thermolyse unter Abspaltung von Schwefel Ringverengung zum Thiophen 6.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electrophilic Addition of Disulfur Dichloride to Alkynes, 3. Reaction of Asymmetric of Asymmetric Substituted Alkynes with Disulfur DichlorideDisulfur dichloride adds to the triple bond of asymmetric substituted alkynes to afford vinyl sulfides, which are constitution isomers. Substituents R with a negative I-effect yield „Markownikof“ products whereas a positive I-effect leads to the formation of „anti-Markownikoff“ products. The addition is always trans. The obtained sulfides are oxidized with H2O2 in glacial acetic acid to yield the corresponding sulfones.
    Notes: Die bei der elektrophilen Addition von Dischwefeldichlorid an asymmetrische Alkine gebildeten Vinylsulfide sind Konstitutions -Isomere. Substituenten R mit negativem Induktionseffekt führen zu „Markownikoff“-Produkten, während ein positiver I-Effekt „anti-Markownikoff“-Orientierungen liefert. In allen Fällen erfolgt eine trans-Addition. Die erhaltenen Sulfide werden nach der Oxidation mit Wasserstoffperoxid/Eisessig als Sulfone isoliert.
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