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  • 1
    Electronic Resource
    Electronic Resource
    Studien auf dem Gebiet der Naturstoffchemie, 71. Psoralen und Angelicin durch Umsetzung von 7-Hydroxycumarin mit 4-Chlor-1,3-dioxolan-2-on (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 1491-1492 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Studies on the Field of Natural Products Chemistry, 71. Psoralen and Angelicin by Reaction of 7-Hydroxycoumarin with 4-Chloro-1,3-dioxolan-2-oneDirect condensation of umbelliferone (1) with 4-chloro-1,3-dioxolan-2-one (2) yields 15% psoralen (3) and 20% angelicin (4).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120447
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  • 2
    Electronic Resource
    Electronic Resource
    Eine einfache Synthese des 5,5′-Dibrom-2,2′-bifurans, das erste 5,5′-dihalogenierte 2,2′-Bifuran-Derivat (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 1493-1494 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A Simple Synthesis of 5,5′-Dibromo-2,2′-bifuran, the First 5,5′-Dihalogenated 2,2′-Bifuran DerivativeBromination of furan with N-bromosuccinimide in the presence of HgC12 and Et3 N in chloroform gave 5,5′-dibromo-2,2′-bifuran (3) in good yield. Symmetrical dibrominated polyfuran derivatives of type 4 were also obtained as by-products.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120448
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  • 3
    Electronic Resource
    Electronic Resource
    Studien auf dem Gebiet der Naturstoffchemie, 89. Halogenierungsreaktionen des 1,3-Dihydroxy-10-methyl-9(10H)-acridinons und seiner Ether  -  eine einfache regiospezifische Synthese des Acronycins (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 31-38 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Investigations on the Chemistry of Natural Organic Materials, 89.  -  halogenation Reactions of 1,3-Dihydroxy-10methyl-9(10H)-acridinone and its Ethers  -  A Simple Regiospecific Synthesis of AcroyncineIodination of 1,3-dihydroxy-10-methyl-9-acridone (2c) and its ethers 2a and 2b gave the corresponding 2-iodo derivatives 3a-c. Bromination of 2a with NBS yielded 2-bromo-(10), 4-bromo- (11), as well as small amounts of 2,4-dibromo-1,3-dimethoxy-10-methyl-9-acridone (12). Under the same conditions from 2c 2-bromo-1,3-dihydroxy-10-methyl-9-acridone (13) has been obtained. Chlorination of 2a with SO2Cl2 in CHCl3 gave-4-chloro- (14) and 2,4-dichloro-1-hydroxy-3-methoxy-10-methyl-9-acridone (15). The reaction of 3b with copper(I) phenyl- and copper(I) isopropenylacetylide yielded the corresponding 2-substituted 4-methoxy-6-methylfuro[2,3-α]acridin-11(6H)-ones 6a and 6b, respectively. From the condensation reaction of 3c with 3-chloro-3-methyl-1-butyne noracronycine (8) has been obtained.
    Notes: Die I2/HIO4-Iodierung von 1,3-Dihydroxy-10-methyl-9-acridon (2c) und seiner Ether 2a und 2b ergab die entsprechenden 2-Iod-Derivate 3a-c. Bromierung von 2a mit NBS führte zu 2-Brom-(10), 4-Brom-(11) sowie geringen Mengen von 2,4-Dibrom-1,3-dimethoxy-10-methyl-9-acridon (12). Unter denselben Bedingungen lieferte 2c 2-Brom-1,3-dihydroxy-10-methyl-9-acridon (13). Chlorierung von 2a mit SO2Cl2 in CHCl3 ergab 4-Chlor-(14) und 2,4-Dichlor-1-hydroxy-3-methoxy-10-methyl-9-acridon (15). Umsetzen von 3b mit Kupfer(I)-phenyl- bzw. Kupfer(I)-isopropenylacetylid führte zu den 2-substituierten 4-Methoxy-6-methylfuro[2,3-α]acridin-11(6H)-onen 6a und 6b. Die Reaktion von 3c mit 3-Chlor-3-methyl-1-butin ergab Noracronycin (8).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419840105
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  • 4
    Electronic Resource
    Electronic Resource
    Studien auf dem Gebiet der Naturstoffchemie, 80. Cyclisierungen und Claisen-Umlagerungen 3-O-substituierter 1,3-Dihydroxy-10-methyl-9(10H)-acridinone  -  Synthese des Furacridons (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 85-91 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Studies in the Field of Natural Product Chemistry, 801)  -  Cyclization Reactions and Claisen Rearrangements of 3-O-Substituted 1,3-Dihydroxy-10-methyl-9(10H)-acridinones  -  Synthesis of FuracridoneSelective etherification of the 3-hydroxy group of 1,3-dihydroxy-10-methyl-9(10H)-acridinone (1a) gave the ethers 1c-c. Cyclodehydration of 1c yielded a mixture of furacridone (2) and 3a in a ratio of about 6:1. Claisen rearrangement or cyclization of 1d and 1e in N,N-diethylaniline led to the isomeric mixtures 1i and 1h as well as 4 and 5 in ratios of 5:1 and 6:1, respectively, in favour of the C-4-substitution. By rearrangement of 1e in HMPT the linear 3b has been obtained.
    Notes: Durch selektive Veretherung der 3-Hydroxygruppe des 1,3-Dihydroxy-10-methyl-9(10H)-acridinons (1a) wurden die Ether 1c-e dargestellt. Cyclodehydratisierung von 1c gab ein ca. 6:1-Gemisch von Furacridon (2) und 3a. Claisen-Umlagerung oder Cyclisierung von 1d und 1e in N,N-Diethylanilin führten zu den Isomerengemischen 1i und 1h sowie 4 und 5 im Verhältnis von ca. 5:1 bzw. 6:1 zu Gunsten der C-4-Substitution. Die Umlagerung von 1e in HMPT gab das lineare 3b.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810114
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  • 5
    Electronic Resource
    Electronic Resource
    Studien auf dem Gebiet der Naturstoffchemie, 721) Dimere Chinolon-Alkaloide aus der Wurzelrinde von Ptelea trifoliata L. - Konstitution des Pteledimeridins (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 1785-1788 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Studies on the Field of Natural Product Chemistry, 721). - Dimeric Quinolone Alkaloids from the Root Bark of Ptelea trifoliata L. - Constitution of PteledimeridineThe dimeric quinolone alkaloids pteledimeridine (1), pteledimerine (2) and pteledimericine have been isolated from the root bark of Ptelea trifoliata L. The constitution of pteledimeridine was determined as 2,2,6-trimethyl-4-[2-(5-methyl-4-oxo-4,5-dihydro-3H-furo [3,2-c]quinoline-2-ylidene)-propyl]-2,3,4,6-tetrahydropyrano[3,2-c]quinoline -5-one (1).
    Notes: Aus der Wurzelrinde von Ptelea trifoliata L. wurden die dimeren Chinolon-Alkaloide Pteledimeridin (1), Pteledimerin (2) und Pteledimericin isoliert. Pteledimeridin wurde als 2,2,6-Trimethyl-4-[2-(5-methyl-4-oxo-4,5-dihydro-3H-furo[3,2 -c]chinolin-2-yliden)propyl]-2,3,4,6-tetrahydro-pyrano[3,2-c]chinolin-5-on (1) charakterisiert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919791116
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  • 6
    Electronic Resource
    Electronic Resource
    Inhaltsstoffe aus Clausena anisata (Willd.) Oliv. (Rutaceae), IV. Synthese des Mupamins (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 241-245 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Constituents of Clausena anisata (Willd.) Oliv. (Rutaceae), IV1).  -  Synthesis of MupamineThis contribution reports on the synthesis of mupamine (6), a pyranocarbazole alkaloid from the root bark of Clausena anisata.
    Notes: Die Synthese des Pyranocarbazolalkaloids Mupamin (6) aus der Wurzelrinde von Clausena anisata wird mitgeteilt.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800209
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  • 7
    Electronic Resource
    Electronic Resource
    Inhaltsstoffe aus Clausena anisata (Willd.) Oliv. (Rutaceae), II. Isolierung und Struktur des Mupamins, eines neuen Carbazolalkaloids (1977)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1977 (1977), S. 1725-1729 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Constituents of Clausena anisata (Willd.) Oliv. (Rutaceae), II. - Isolation and Structure of Mupamine, a New Carbazole AlkaloidAn optically inactive compound, mupamine, of the composition C19H19NO2 has been isolated from the benzene soluble fraction of the aqueous methanol extract of root bark of Clausena anisata (Willd.) Oliv. by chromatography on silica gel. Its structure was determined by spectroscopic methods as 10-methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-α]carbazole (1).
    Notes: Aus der benzollöslichen Fraktion des wäßrig-methanolischen Extrakts der Wurzelrinde von Clausena anisata (Willd.) Oliv. wurde durch Säulenchromatographie an Kieselgel eine optisch inaktive Substanz der Summenformel C19H19NO2 isoliert und als Mupamin bezeichnet. Spektroskopisch wurde Mupamin als 10-Methoxy-3,3,5-trimethyl-3,11-dihydropyrano[3,2-α]-carbazol (1) charakterisiert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197719771019
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