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  • 1975-1979  (39)
  • General Chemistry  (25)
  • Inorganic Chemistry  (14)
  • 2-Phenyl-4-R-5(4H)-oxazolones
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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 3675-3691 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXIII. Tridentoquinone, a [13](3,6)Benzofuranophane from S. tridentinus (Boletales)Tridentoquinone, a red pigment isolated from S. tridentinus (Boletales), has been shown to be ansa compound 2a by chemical evidence and X-ray crystal-structure analysis.
    Notes: Tridentochinon, ein roter Farbstoff aus Suillus tridentinus (Boletales), besitzt nach chemischen Untersuchungen und Röntgenstrukturanalyse die Ansastruktur 2a.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3615-3623 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Properties of 3,6-Dihydro-2H-1,4-oxazin-2-ones and 2H-1,4-Oxazin-2-onesCyclization of α-amino acid acetonyl or phenacyl ester hydrobromides 4 yields 3,6-dihydro-2H-1,4-oxazin-2-ones 5, which may be converted into 2H-1,4-oxazin-2-ones 2 by bromination/dehydro-bromination. Upon heating or prolonged standing the 5-methyl derivatives of 5 undergo an unusual disproportionation to yield 6-isopropenyl-2H-1,4-oxazin-2-ones 6 and the corresponding amino acid. Thermolysis of 5e leads to the 2-azabutadiene 9 via cycloelimination of CO2.
    Notes: Cyclisierung von α-Aminosäure-acetonyl(bzw. phenacyl)ester-hydrobromiden 4 ergibt 3,6-Dihydro-2H-1,4-oxazin-2-one 5, die durch Bromierung/Dehydrobromierung in 2H-1,4-Oxazin-2-one 2 übergeführt werden können. 5-Methylderivate von 5 erleiden beim Erhitzen oder bei längerem Stehenlassen eine ungewöhnliche Disproportionierung, bei der 6-Isopropenyl-2H-1,4-oxazin-2-one 6 und die zugrundeliegende Aminosäure gebildet werden. Bei der Thermolyse von 5e entsteht unter Cycloeliminierung von CO2 das 2-Azabutadien 9.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 3770-3776 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXXI. Farnesylphenols from Albatrellus Species (Basidiomycetes)From the edible mushrooms Albatrellus ovinus and A. subrubescens the farnesylphenols scutigeral (1) and neogrifolin (8) were isolated, the latter being already known as byproduct in grifolin synthesis. The position of the substituents at the benzene nucleus was determined by 13C NMR spectroscopy and synthesis of 1. Besides 8, A. confluens contains the antibiotic grifolin (7).
    Notes: Aus den Speisepilzen Albatrellus ovinus und A. subrubescens wurden die Farnesylphenole Scutigeral (1) und das bereits als Nebenprodukt der Grifolin-Synthese bekannte Neogrifolin (8) isoliert. Die Stellung der Substituenten am Benzolkern wurde mit Hilfe der 13C-NMR-Spektren abgeleitet und durch Synthese von 1. gesichert. A. confluens enthält neben 8 das Antibiotikum Grifolin (7).
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 2361-2367 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Amino Acids with Trifluoroacetic Anhydride, III. 41-Substituted 2-Trifluoromethyl-4-(3,3,3-trifluor-2-trifluoroacetoxypropylidene)-2-oxazolin-5-onesEnol trifluoroacetates of type 1 (6) are rearranged into the title compounds 2a (8) by heating in acetonitrile. Stereochemistry and mechanism of the reaction are discussed. Addition of methanol to 4-alkylidene-2-trifluoromethyl-2-oxazolin-5-ones in trifluoroacetic acid yields 2-methoxy-3-oxazolin-5-ones.
    Notes: Enol-trifluoracetate vom Typ 1 (6) lagern sich beim Erhitzen in Acetonitril in die Titelverbindungen 2a (8) um. Stereochemie und Mechanismus der Reaktion werden diskutiert. Die Addition von Methanol an 4-Alkyliden-2-trifluormethyl-2-oxazolin-5-one in Trifluoressigsäure liefert 2-Methoxy-3-oxazolin-5-one.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 1058-1062 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXVII. Isolation of Hispidin and 3,14′-Bihispidinyl from Phellinus pomaceus (Poriales)Fruiting bodies of Phellinus pomaceus contain hispidin (1) and one of its dehydrodimers, for which the constitution of 3,14′-bihispidinyl (2) was established. The compound is of interest with regard to the oxidative polymerization of hispidin.
    Notes: Aus Fruchtkörpern des Baumpilzes Phellinus pomaceus wurden Hispidin (1) und ein Dehydrodimeres isoliert, das die Konstitution des 3,14′-Bihispidinyls (2) besitzt. Die Verbindung ist im Hinblick auf die oxidative Polymerisation des Hispidins von Interesse.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 1047-1057 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Pigments and Fluorescent Compounds from Hypholoma fasciculare (Agaricales)Fruiting bodies of H. fasciculare (“Sulfur Tuft”) contain a mixture of the yellow hypholomines A and B (7, 8) and the colourless fasciculines A and B (14, 15), the latter showing blue fluorescence under u. v. light. The compounds are characterized as permethyl derivatives 5, 6, 12, and 13. Biogenetically they may be regarded as condensation products of dehydrohispidine (19) with styryl- or arylpyrones.
    Notes: Die Fruchtkörper von Hypholoma fasciculare enthalten ein Gemisch der gelben Hypholomine A und B (7, 8) und der unter UV-Licht blau fluoreszierenden Fasciculine A und B (14, 15). Die Verbindungen werden als Permethylderivate 5, 6, 12 und 13 charakterisiert. Sie können biogenetisch als Kondensationsprodukte von Dehydrohispidin (19) mit Styryl- oder Arylpyronen aufgefaßt werden.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 2648-2650 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 110 (1977), S. 1063-1068 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, XXVIII. Hymenoquinone, the Red Pigment of Hymenochaete mougeotii (Poriales)The isolation and structural elucidation of hymenoquinone (1) and its leuco derivative 3 from fruiting bodies of H. mougeotii are reported.
    Notes: Aus Fruchtkörpern von H. mougeotii wurden das Styrylpyron Hymenochinon (1) und sein Leukoderivat 3 isoliert und in ihrer Konstitution aufgeklärt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 109 (1976), S. 2327-2330 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thermolysis of Oxazolin-5-ones, V. Thermolysis of 4-(1-Ethoxycarbonylalkyl)-2-oxazolin-5-ones to 1,3,-Oxazin-6-ones4-(1-Ethoxycarbonylalkyl)-2-oxazolin-5-ones 2 on heating at 300°C yield 1,3-oxazin-6-ones 6 by elimination of carbon monoxide and ethanol The reaction mechanism is discussed.
    Notes: 4-(1-Äthoxycarbonylalkyl)-2-oxazolin-5-one 2 gehen beim Erhitzen auf 300°C unter Abspaltung von Kohlenmonoxid und Åthanol in 1,3-Oxazin-6-one 4 über. Der Mechanismus der Reaktion wird Diskutiert.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 3939-3948 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungus Pigments, 33: Synthesis of Fomentariol. A New Method for the Synthesis of Cinnamyl AlcoholsIn the synthesis of trans-trihydroxycinnamyl alcohol (1) from 4-allylpyrogallol (6) the side chain is generated by stereoselective zinc reduction of the diastereomeric bromoepoxides 13. The extremely labile trihydroxycinnamyl alcohol 1 yields the purpurogallin derivative fomentariol (2) on oxidation with KIO3 or with the extract of fruiting bodies from Fomes fomentarius. This conversion may be considered as a model for the biosynthesis of 2. The new method is also used for the synthesis of trans-o-hydroxycinnamyl alcohol (22) from o-allylphenol. In the corresponding synthesis of coniferyl alcohol (23) from eugenol, reduction of the bromoepoxides 19 yields besides 88% of the trans compound 12% of the cis product 24.
    Notes: Bei der Synthese des trans-2,3,4-Trihydroxyzimtalkohols (1) aus 4-Allylpyrogallol (6) wird die Seitenkette durch stereoselektive Reduktion der diastereomeren Bromepoxide 13 mit Zink erzeugt. Der extrem empfindliche Trihydroxyzimtalkohol 1 liefert bei der Oxidation mit Kaliumiodat oder Fruchtkörper-Extrakt von Fomes fomentarius das Purpurogallinderivat Fomentariol (2). Diese Reaktion kann als Modell der Biosynthese von 2 angesehen werden. Das neue Verfahren zur Zimtalkoholsynthese wird auch zur Darstellung von trans-o-Hydroxyzimtalkohol (22) aus o-Allylphenol angewandt. Bei der entsprechenden Synthese von Coniferylalkohol (23) aus Eugenol entstehen bei der Reduktion der Bromepoxide 19 neben 88% trans- auch 12% cis-Verbindung 24.
    Type of Medium: Electronic Resource
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