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  • 1
    Electronic Resource
    Electronic Resource
    Orthoamide, XXV. Synthese und Reaktionen von [α-(Dimethylaminomethylen)-benzyl]triphenylphosphonium-Salzen (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 3732-3742 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XXV. Synthesis and Reactions of [α-(Dimethylaminomethylene)benzyl]triphenylphosphonium SaltsBenzyltriphenylphosphonium salts (1) react with the aminal tert-butyl ester 2 to give [α-(dimethylaminomethylene)benzyl]triphenylphosphonium salts (3) or the corresponding ylenes, the benzylidenetriphenylphosphoranes (4). Hydrolysis of [α-(dimethylaminomethylene)-4-methoxybenzyl]triphenylphosphonium bromide tetrahydrate (3b · 4H2O) with aqueous potassium hydroxide results in elimination of benzene and formation of [α-(dimethylaminomethylene)-4-methoxybenzyl]diphenylphosphine oxide (8). Reaction of [α-(dimethylaminomethylene)benzyl]triphenylphosphonium bromide (3a) with sodium ethoxide affords ω-(dimethylamino)styrene (9) and triphenylphosphine oxide.
    Notes: Benzyltriphenylphosphonium-Salze (1) reagieren mit dem Aminal-tert-butylester 2 zu [α-(Dimethylaminomethylen)benzyl]triphenylphosphonium-Salzen (3) oder zu Ylenen, den Benzylidentriphenylphosphoranen (4). Die Hydrolyse von [α-(Dimethylaminomethylen)-4-methoxybenzyl]triphenylphosphonium-bromid-Tetrahydrat (3b · 4H2O) mit wäßriger Kalilauge führt unter Abspaltung von Benzol zu [α-(Dimethylaminomethylen)-4-methoxybenzyl]diphenylphosphinoxid (8). Mit Natriumäthylat entstehen aus [α-(Dimethylaminomethylen)benzyl]triphenylphosphoniumbromid (3a) ω-(Dimethylamino)styrol (9) und Triphenylphosphinoxid.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731061132
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  • 2
    Electronic Resource
    Electronic Resource
    Chemie der Amino-oxime, VIII. Über die Umsetzung von Carbonsäurederivaten mit α-Amino-oximen (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 1865-1874 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Chemistry of Amino Oximes, VIII. The Reaction of Carboxylic Acid Derivatives with α-AminooximesThe reaction of syn- and anti-α-aminooximes with acetimidic acid ester and orthoacetic acid ester was investigated. Acetimidic acid ester forms imidazoles (4, 8) with syn- as well as with anti-aminooximes. With orthoacetic acid ester anti-aminooximes form the dimeric 4H-imidazole N-oxide 15, whereas syn-ω-aminoacetophenone oxime (7) yields 2.5-diphenylpyrazine N-oxide (26). With N-(oximinoalkyl)formimidic acid esters (21) no cyclisation was observed.
    Notes: Die Reaktionen von syn- und anti-α-Amino-oximen mit Acetimidsäureester und Orthoessigsäureester werden untersucht. Während mit Acetimidsäureester unabhängig von der Oxim-Konfiguration Imidazole (4, 8) entstehen, tritt mit Orthoessigester und anti-Amino-oxim-Ringschluß zum dimeren 4H-Imidazol-N-oxid 15 ein. Mit syn-ω-Amino-acetophenonoxim (7) bildet sich 2.5-Diphenyl-pyrazin-N-oxid (26). Bei N-Oximinoalkyl-formimidsäureestern (21) war kein Ringschluß zu beobachten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050609
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  • 3
    Electronic Resource
    Electronic Resource
    Orthoamide, XXVI. Synthese und Reaktionen von 1,2- Bis(dialkylamino)äthylenen (1974)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 107 (1974), S. 1545-1554 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Orthoamides, XXVI. Synthesis and Reactions of 1,2-Bis(dialkylamino)ethylenesCH-active dimethylaminomethylene compounds react with the aminal tert-butyl ester 2 to give 1,2-bis(dimethylamino)ethylenes (3). Reanimation of 3 takes place only in the presence of an acid catalyst and only at the 2-dimethylamino group. 1-Benzoyl- (3a), 1-cyano-(3d), and 1-ethoxycarbonyl-1,2-bis(dimethylamino)ethylene (3e) undergo cyclization with amidines, guanidine, or thiourea to give the corresponding 5-dimethylaminopyrimidines (9a - f, 11) and with hydrazine to yield 4- dimethylamino-3-phenylpyrazole (10).
    Notes: CH2-aktive Dimethylaminomethylen-Verbindungen bilden mit dem Aminal-tert-butylester 2, 1,2-Bis(dimethylamino)äthylene 3. Eine Umaminierung von 3 erfolgt nur an der 2-Dimethyl-amino-Gruppe unter saurer Katalyse. 1-Benzoyl- (3a), 1-Cyan- (3d) und 1-Äthoxycarbonyl-1,2-bis(dimethylamino)äthylen (3e) reagieren mit Amidinen, Guanidin sowie Thioharnstoff unter Ringschluß zu den entsprechenden 5-Dimethylaminopyrimidinen (9a - f, 11), mit Hydrazin entsteht 4-Dimethylamino-3-phenylpyrazol (10).
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19741070515
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