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  • 1
    Electronic Resource
    Electronic Resource
    Ambidoselective Dithiocarboxylation and Thiocarbamoylation of β-Keto Enolates (1992)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 387-393 
    Details
    ISSN: 0170-2041
    Keywords: Push-pull alkenes ; Thiophenes ; Thieno[2,3-b]thiophenes ; Thiazolidin-4-ones ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Treatment of β-keto enolates 1 with carbon disulfide in the presence of sodium hydride and subsequent alkylation yield the open-chain or cyclic acylformylketene S,S-acetals 3 and 4, respectively. Thiophenes 5, 6, or 7 and thieno[2,3-b]thiophenes 8 are formed by using as alkylating agents first methyl iodide and then an α-CH-acidic halo compound or only two equivalents of the latter. β-Keto enolates 1 also react with phenyl isothiocyanate to give acylformylketene S,N-acetals 10, aroylthiophenes 11 or thiazolidin-4-ones 12.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199219920168
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis and Reactions of Pyridinethiones (1993)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1993 (1993), S. 1003-1007 
    Details
    ISSN: 0170-2041
    Keywords: Pyridinethiones ; Pyridinecarbonitriles ; Thieno[2,3-b]pyridines ; Nitriles ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The push-pull systems 1 and 7 undergo regioselective cyclization with cyanothioacetamide 2 leading to pyridinethiones 3 and 8. Subsequent S-alkylation affords the alkylthio derivatives 5 and 10. Thieno[2,3-b]pyridines 6 and 11 are formed by using an α-CH-acidic halogen compound as alkylating agent, followed by Thorpe-Ziegler reaction. The cyano group in 6d and 11d can be converted into an imidazoline ring by treatment with 1,2-diaminoethane hydrate and carbon disulfide. Structures are supported by spectral data as well as by X-ray analysis of 5d.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1993199301159
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  • 3
    Electronic Resource
    Electronic Resource
    Dithiocarboxylierung von CH-aciden Sulfoxiden und Thioethern (1992)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1992 (1992), S. 395-398 
    Details
    ISSN: 0170-2041
    Keywords: Sulfoxides ; Ketene S,S-acetals ; Thiophenes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dithiocarboxylation of CH-Acidic Sulfoxides and ThioethersReaction of (arylsulfinyl)acetonitriles or (arylthio)acetonitriles 1 (X = SO, S) with carbon disulfide in the presence of sodium hydride and subsequent alkylation yield the open-chain or cyclic ketene S,S-acetals 3 or 4, respectively. Using two equivalents of an α-CH-acidic halo compound as alkylating agent, thiophenes 5 are formed. Treatment of 3a with 2-mercaptoethanol affords the 1,3-oxathiolane 6. The 1H-NMR spectra of phenylsulfinyl-substituted compounds 3b, 4a, 4b, 5a and 6 show a typical AB system for the methylene group caused by the chiral sulfoxide group.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199219920169
    Library Location Call Number Volume/Issue/Year Availability
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    Paper (German National Licenses)
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