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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 3846-3857 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese von α-Cyanenaminen durch Cyanierung von α-Bromimmonium-bromiden und Dehydrobromierung von β-Brom-α-(dialkylamino)nitrilenDie Reaktion der α-Bromimmonium-bromide 4 mit Kaliumcyanid in Dimethylformamid gibt β-Brom-α-(dialkylamino)nitrile 5, die in verschiedenen Base-Lösungsmittel-Systemen zu (E)- und (Z)-α-Cyanenaminen 2 dehydrobromiert werden. Eine Modifizierung einer kürzlich veröffentlichten Synthese von α-Cyanenaminen 2 aus Aldehyden über Enamine führte zu einer verbesserten und schnellen Methode für die Darstellung der Titelverbindungen.
    Notes: The reaction of α-bromoimmonium bromides 4 with potassium cyanide in dimethylformamide gave rise to β-bromo-α-(dialkylamino)nitriles 5, which were dehydrobrominated in various basesolvent systems to afford (E)- and (Z)-α-cyanoenamines 2. An adaption of a previously published preparation of α-cyanoenamines starting from aldehydes via enamines led to an improved, efficient and fast synthesis of the title compounds.
    Additional Material: 3 Tab.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 116 (1983), S. 3631-3636 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Eine einfache Darstellung von 2-Alkoxy-2-aryloxiranenTertiäre (α-Bromalkyl)arylketone 1 reagierten mit überschüssigem Kaliumcarbonat in trockenem Alkohol ausschließlich zu den entsprechenden 2-Alkoxy-2-aryloxiranen 4. Silbercarbonat in trockenem Alkohol führte in einer Konkurrenzreaktion zur Bildung von 4 und zu einer semibenzilischen Favorskii-Umlagerung (→5). Dagegen trat mit Silber-hexafluoroantimonat ausschließlich die letztere Umlagerungsreaktion ein.
    Notes: Tertiary α-bromoalkyl aryl ketones 1 were converted into 2-alkoxy-2-aryloxiranes 4 exclusively by reaction with excess potassium carbonate in the corresponding dry alcohol. Silver carbonate in a dry alcohol with these α-bromo ketones yielded competitively formation of 2-alkoxyoxiranes and semi-benzilic Favorskii rearrangement (→5), while silver hexafluoroantimonate in the same medium afforded the latter rearrangement reaction exclusively.
    Additional Material: 2 Tab.
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  • 3
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A series of α-chloro- and α-bromoketimines compounds (1-9) with different substituents at the α-position and at the imino group has been investigated by electron impact mass spectrometry as possible precursors of the correspondingly substituted α-imidoyl carbenium ion, an important class of destabilized carbenium ions. The main fragmentation of the molecular ions of compounds, 1-9 in the ion source corresponds to an α-cleavage at the imino group; however, fragment ions are also formed by loss of the α-halo substituent. These fragment ions correspond at least formally to α-imidoyl carbenium ions. Their further reactions in dependence on the type of substituents at the imino group and at the α-C atom, were studied by mass-analysed ion kinetic energy and collisional activation mass spectrometry. The results agree with the initial formation of destabilized α-imidoyl carbenium ions but indicate an easy rearrangement of these ions in the presence of suitable alkyl substituents by 1,2- and 1,4-hydrogen shifts to more stable isomers.
    Additional Material: 3 Tab.
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  • 4
    ISSN: 1434-193X
    Keywords: Cyclopropanes ; Rearrangements ; Cyanohydrins ; Schiff bases ; Small ring systems ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -The direct cyclization of 2-amino-4-chloro-3,3-dimethylbutanenitrile with potassium tert-butoxide in THF afforded 1-amino-2,2-dimethylcyclopropane-1-carbonitrile and a dimerization product. Various new cis- and trans-1-(tert-butylamino)-2-benzyl-2-methylcyclopropane-carbonitriles and© the corresponding cyclopropanecarboxamides have been synthesized, with focus on the isolation of the pure stereoisomeric cyclopropanecarboxamides. The relative configuration of the stereoisomers was established by X-ray crystallographic analysis of one of the model compounds. A new route to the latter functionalized cyclopropanes was developed by reaction of 1-methoxycyclopropylamines with potassium cyanide. Some remarkable rearrangements of 1-aminocyclopropane-1-carbonitriles into azetidine and oxazine derivatives via Favorskii-derived intermediates are reported. Various aspects of the chemistry of geminally functionalized cyclopropanes are discussed.
    Additional Material: 1 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 318 (1976), S. 399-402 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Selektive Komplexbildung zwischen Eu (DPM)3 und dem (Z)-Isomeren von N-[Alkyliden-(2)]-anilinenBei Einwirkung von paramagnetischen Verschiebungsreagenzien wie Eu(DPM)3 auf ein Gleichgewichtsgemisch von (E)- und (Z)-N-[Alkyliden-(2)]-anilinen in CCl4 wurde eine selektive Komplexbildung mit dem (Z)-Isomeren des Ketimins beobachtet.
    Notes: Treatment of an equilibrium mixture of E- and Z-N-(2-alkylidene)anilines in CCl4 with paramagnetic shift reagents such as Eu(DPM)3 displayed a selective complexation with the Z-isomer of the ketimine.
    Additional Material: 1 Ill.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 97 (1985), S. 878-879 
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 31 (1993), S. 329-330 
    ISSN: 0749-1581
    Keywords: Pentalongin ; 1H NMR ; 13C NMR ; 1H—13C coupling constants ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 1H and 13C NMR spectra of pentalongin, a physiologically active natural product, were completely assigned. Some previous assignments were revised. All 13C—1H coupling constants, both one-bond and long-range, were also measured.
    Additional Material: 2 Tab.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 24 (1985), S. 881-882 
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
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