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  • Articles  (41)
  • Organic Chemistry  (29)
  • General Chemistry  (12)
  • Synthetic methods
  • 1980-1984  (9)
  • 1970-1974  (9)
  • 1965-1969  (23)
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  • Articles  (41)
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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 325 (1983), S. 437-445 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Substituted Phosphonates. 43. Synthesis and Reactivity of 1,2,3,4-Tetrahydroisochinolin-1-phosphonatesN-Alkyl- and N-arylsubstituted 1,2,3,4-tetrahydroisochinolin-1-phosphonates 1 have been synthesized from the corresponding 3,4-dihydroisochinoliniumbromides 7 and triethyl-phosphite. The N-unsubstituted 1,2,3,4-tetrahydroisochinolin-1-phosphonate 10 is available starting from the 1,2,3,4-tetrahydroisochinolin-1-phosphonic acid by esterification with triethylformate and splitting off the formyl group of the primarily formed N-formyl derivative 14. - N-Quarternated tetrahydroisochinolines 19 and the 1-phosphorylated derivatives 17, respectively react with triethyl-phosphite in an unexpected way by dealkylation and not by splitting off the isochinolinring. - By Horner-synthesis with 1 the 1-aralkylidene-isochinolines 23 are available in moderate yields.
    Additional Material: 4 Tab.
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  • 2
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 323 (1981), S. 939-950 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis and Reactions of 2-Aryloxy-s-trithianes2-Aryloxy-s-trithianes 4 had been prepared from 1-tosyl-imino-1-SIV-1,3,5-trithiane and phenolates. - By self-condensation of 4 1,5-bis-(trithianyl)-1,3,5-trithiapentane 5 and triphenyl-orthoformate 7 are formed, accompanied by further products, which had been isolated in pure state and identified unambiguously by H-n.m.r. and mass-spectra. In the presence of acids the 2-aryloxy-s-trithianes 4 react with nucleophilic aromatic compounds such as phenoles, N,N-dimethylaniline, pyrrole, indole, and thiophenes to give the C-trithianylated products. With mercaptanes 2-alkylthio-s-trithianes are formed.
    Additional Material: 1 Ill.
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  • 4
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 323 (1981), S. 353-359 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of β-Nitroalkenyl-benzylphosphorylderivativesStarting from methoxy-chlormethylbenzaldehydes 2 the benzylphosphonates and -phosphinoxides 3 A, B had been synthesized, which could be transformed via the Schiff-bases 4 A, B to phosphorylated nitrostyrenes 5 A, B and nitropropenylbenzenederivatives 6 A, B. The phosphonoacids 3 Ad, 3 Bd and 6 Ba could be prepared from the corresponding esters by direct acidic hydrolysis or by dealkylation with trimethylsilylbromide and hydrolysis of the trimethylsilylesters respectively.
    Additional Material: 2 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 323 (1981), S. 877-886 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Substituted Phosphonates. 37. Derivatives of α-Pyrrolomethanephosphonic Acid and N-VinylpyrrolesDiethyl α-aminomethanephosphonate 5a and its α-aryl derivatives 5b-d react with 2,5-diethoxytetrahydrofuran 1 to give diethyl α-pyrrolomethanephosphonate 9a and the α-aryl derivatives 9b-d, respectively. The pyrrolo derivatives 9 can be converted into the lithium salts 15 and 16, respectively, which with carbonyl compounds undergo the HORNER reaction yielding E/Z-mixtures of N-vinylpyrroles 18. In certain cases the intermediate of the HORNER reaction, the β-hydroxyphosphonate 17, can be isolated. The pyrrolo-analogue of stilbene, 18a, is formed only as E-isomer. On treating the lithium salts 15 and 16 with 9 or with alkyl halides α-C-alkylated pyrrolo-phosphonates 22 and 23, respectively, are obtained.
    Additional Material: 6 Tab.
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 537-544 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Substituted Phosphonates. 39. Methane-diphosphonic Esters by U.V.-Induced Michaelis-Becker-ReactionDibromomethane resp. chlorbromomethane reacts with sodium dialkyl phosphite in heptane-/liq.NH3 or in liq. NH3 by u.v. irradiation at low temperatures to give in good yields methane diphosphonic acid tetraalkylesters 1. In the same manner with sodium diethyl thionophosphite the corresponding methane-bis-thiophosphonic acid tetraethylester 4 is obtained.
    Additional Material: 2 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 545-549 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Substituted Phosphonates. 40. 1-Trimethylammonium-1-diethylphosphono-1-cyanomethylid, a Stable N-YlidDiethyl-1-dimethylamino-1-cyanomethanephosphonate 4 can be alkylated on nitrogen to the quarternary ammoniumsalts 5, which by C-deprotonation gives the stable N-ylid 8. The N-ylid 8 behaves inert against carbonyl compounds and acylating agents, but can be C-alkylated and  -  involving an ester-dealkylation  -  C-chlorinated.
    Additional Material: 1 Tab.
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  • 8
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 313 (1971), S. 265-276 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Alkyl- und Arylacetale 1 des Formylphosphonsäurediäthylesters wurden in wäßrigem bzw. nichtwäßrigem Medium mit HCl order HBr umgesetzt, wobei je nach eingesetztem 1 Spaltung der P-C-Bindung bzw. Entalkylierung der Phosphonsäureestergruppen beobachtet wurde. Glatte P — C-Spaltung trat auch beim Erwärmen des Diäthylacetals 1a mit Brenzcatechin ein. - Durch Umsetzung von 1a, b bzw. 1 d mit Na-Äthylat wurden die Na-Salze der entsprechenden Monoester von 1 erhalten, die sich zu gemischten Diestern 12 alkylieren bzw. mit Säure in die Phosphonsäuremonoester 5 überführen ließen. Aus den Arylderivaten 5b und 5c wurden die Säurechloride 14b und c gewonnen. 14b gab mit Phenylmagnesiumbromid das Phosphinsäurederivat 17c. - Mit PCl5 reagierten die Ester-acetale 1 nicht unter Bildung der Phosphonsäuredichloride, sondern wiederum unter Spaltung der P—C-Bindung.
    Additional Material: 2 Tab.
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  • 9
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 312 (1970), S. 284-291 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chlormethoxyessigsäure-methylester 1 reagiert wie mit Aromaten auch mit aromatischen Heterocyclen, DVB-vernetztem Polystyrol bzw. geeignet substituierten Phenolen unter Bildung der entsprechenden analogen Derivate von O-Methylmandelsäure- oder Diarylessigsäureester.  -  Phenolester von O-Methylmandelsäuren sind nur aus den entsprechenden Säurechloriden darstellbar. Bei Versuchen zur Umesterung der Methylester mit Phenolen erhält man unter Kondensation Lactone der o-Hydroxyphenylessigsäure. - Aus 1,2,2,2-Tetrachloräthyl-methyläther 11 und Aromaten sind u.a. 2′,2′,2′-Trichlor-1′-methoxyäthylbenzole 12 zugänglich, die entgegen Angaben der Literatur nicht zu den erwarteten O-Methylmandelsäurederivaten hydrolysierbar sind. Mit K-tert.-Butylat erhält man aus 12a 2′,2′-Dichlor-1′-methoxystyrol, dessen Hydrolyse zu 2′,2′-Dichloracetophenon führt.
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  • 10
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 316 (1974), S. 550-556 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Orthoameisensäuretriäthylester 2a gibt mit H3PO3 in Gegenwart von Spuren Wasser Phosphorigsäurediäthylester, während mit wasserfreier H3PO3 neben O-Alkylierung auch „P-Dialkoxymethylierung“ unter Bildung von Diäthoxymethan-phosphonsäurediäthylester 4a beobachtet wird. Mit P4O6 reagiert 2a ebenfalls unter Bildung von 4a und dem Pyrophosphonsäureester 10.-Der Ablauf der Reaktionen wird diskutiert.
    Additional Material: 2 Ill.
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