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  • 1
    Electronic Resource
    Electronic Resource
    Regioselective Metalation of Pyridinylcarbamates and Pyridinecarboxamides with (2,2,6,6-Tetramethylpiperidino)magnesium Chloride (1995)
    s.l. : American Chemical Society
    The @journal of organic chemistry 60 (1995), S. 8414-8416 
    Details
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/jo00131a019
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  • 2
    Electronic Resource
    Electronic Resource
    Regioselective monometalation of 2,5-pyridinedicarboxamides with (2,2,6,6-tetramethylpiperidino)magnesium chloride (TMPMgCI) (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1441-1446 
    Details
    ISSN: 0947-3440
    Keywords: Magnesiation, ortho ; Regioselective ortho metalation ; 2,5-Pyridinedicarboxamides ; (2,2,6,6-Tetramethylpiperidino)magnesium chloride ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 2,5-pyridinecarboxamides 9-15 were synthesized in one or two steps from diester 1 by addition of an excess of dimethylaluminium amide or successive addition of two different dimethylaluminium amides with or without intermediate workup. For the carboxamides 16 and 17 this method failed; they were, however, available by other procedures. Metalation of the carboxamides 9-17 with TMPMgCI and subsequent reaction with electrophiles led to the 2,3,5- and 2,4,5-substituted pyridines 9a/b-17a/b, 18 and 19 with regioselectivities ranging from predominant 4-substitution to complete 3-substitution.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199508195
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  • 3
    Electronic Resource
    Electronic Resource
    Substituentenabhängigkeit bei der Synthese von 2-Oxazolidinonen aus Phenyloxiranen, 2 (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 261-266 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Substituent Dependence in the synthesis of 2-Oxazolidinones from Phenyloxiranes, 2In the reaction with urea, the trans configurated glycidic esters 4a _ d yield the predominantly new 5-aryl-2-oxooxazolidin-4-carboxylates 5 and 4-aryl-2-oxooxazolidin-5-carboxylates 6. 4,5-cis5b, 4,5-cis 6b, 4,5-cis 6c, and 4,5-trans 6d have been isolated in pure form, the other compounds a _ c paired as mixtures. The structures and the configurations of the components are deduced from the 1H NMR spectra. In general, the carboxylate group influences the formation of the oxazolidinones much more than the phenyl substitent
    Notes: Die trans-konfigurierten Glycidester 4a-d ergeben bei der Reaktion mit Harnstoff in Dimethyl-formamid die zum größten Teil neuen 5-Aryl-2-oxooxazolidin-4-carbonsäureester 5 und 4-Aryl-2-oxooxazolidin-5-carbonsäureester 6.4,5-cis-5b4,5-cis-6b und 4,5-cis-6c Sowie 4,5-trans-6d werden in reiner Form, die restlichen Verbindungen a-c paarig als Gemische isoliert. Die Strukturen und die Konfigurationen der Komponenten werden aus den 1H-NMR-Spektren abgeleitet. Allgemein beeinflußt die Carbonsäureestergruppe die Oxazolidinonbildung stärker als der Phenylrest.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830210
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  • 4
    Electronic Resource
    Electronic Resource
    7-Aroyl-1H, 7H-s-triazolo[1,2-a]-s-triazol-1,3(2H)-dione, eine neue Klasse von Verbindungen aus 5-Phenyloxazolen und 4-Phenyl-4H-1,2,4-triazol-3,5-dion (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 641-648 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 7-Aroyl-1H,7H-s-triazolo (1,3(2H)-diones, a New Class of Compounds from 5-Phenyloxazoles and 4-Phenyl-4H-1,2,4-triazole-3,5-dioneThe 5-aryloxazoles 2a-e and their substituted derivatives 8a-c and 10 react with 4-phenyl-4H-1,2,4-triazole-3,5-dione (3) to give the new 7-aroyl-1H,7H-s-triazolo[1,2-a]- s-triazole-1,3(2H)-diones 5a-e, 9a-c, and 11. The structure is deduced from the 13C NMR spectroscopic data of 5b, 9a, and 11. The mechanism is shortly discussed.
    Notes: Durch Umsetzung der 5-Aryloxazole 2a-e sowie der substituierten Vertreter 8a-c und 10 mit 4-Phenyl-4H-1,2,4-triazol-3,5-dion (3) lassen sich die neuen 7-Aroyl-1H,7Hs-triazolo[1,2-a]-s- triazol-1,3(2H)-dione 5a-e, 9a-c und 11 herstellen. Die Struktur wird aus den 13C-NMR-spektroskopischen Daten von 5b, 9a und 11 abgeleitet. Der Mechanismus der Bildung wird kurz diskutiert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840404
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  • 5
    Electronic Resource
    Electronic Resource
    Valenzisomerisierungen am Tetramethylcyclobuten, IV (1973)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1973 (1973), S. 1893-1909 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Valence Isomerizations of Tetramethylcyclobutene, IV1,2)trans-1,2,3,4-Tetramethyl-3,4-bis(phenylethynyl)cyclobutene (1) dimerizes on heating to form 5. The adducts, 7, 12, (13 + 14), and 25 are obtained in the presence of activated acetylenes, maleic anhydride, oxygen or sulfur. The structures of these adducts were deduced from spectroscopic data and have been proved in some cases by independent syntheses. The formation of the dimer 5 and that of the adducts can be explained by postulating the benzocyclobutadiene derivative 31 as intermediate.
    Notes: trans-1,2,3,4-Tetramethyl-3,4-bis(phenyläthinyl)cyclobuten (1) dimerisiert sich beim Erhitzen zu 5. In Gegenwart von aktivierten Acetylenen, Maleinsäureanhydrid, Sauerstoff oder Schwefel erhält man die Addukte 7, 12, (13 + 14) und 25. Die Strukturen dieser Addukte werden aus den Spektren abgeleitet und zum Teil durch unabhängige Synthesen bewiesen. Die Bildung des Dimeren 5 und die der Addukte wird mit einem aus 1 intermediär entstehenden Benzocyclobutadienderivat 31 erklärt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197319731111
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  • 6
    Electronic Resource
    Electronic Resource
    Substituentenabhängigkeit bei der Synthese von 2-Oxazolidonen aus Phenyloxiranen (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 56-62 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Substituent Dependence in the Synthesis of 2-Oxazolidones from PhenyloxiranesOn heating with urea, the phenyloxiranes 1c-k yield the mostly new 5-phenyl-2-oxazolidones 2c-h and 2k and the 4-phenyl-2-oxazolidones3d-k. The yields can be increased by performing the reaction of 1c-e with urea in DMF. In general, an electron-withdrawing substituent in the o-or p-position favors formation of 2, while electron-repelling substituents promote formation of 3.
    Notes: Die Phenyloxirane 1c—k ergeben beim Erhitzen mit Harnstoff die größtenteils neuen 5-Phenyl-2-oxazolidone 2c-h und k sowie die 4-Phenyl-2-oxazolidone 3d-k. Führt man die Reaktion von 1c-e mit Harnstoff in DMF durch, erhöhen sich die Ausbeuten. Allgemein begünstigt Elektronenzug o- oder p-ständiger Substituenten das Entstehen von 2, Elektronenschub dagegen die Bildung von 3.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790107
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