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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 110 (1979), S. 249-256 
    ISSN: 1434-4475
    Keywords: 2-Arylidene-1-tetralone ; Benzo[h]quinoline-2-one ; Michael reaction, heterocycles by
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Some reactions of 2-arylidene-tetralones1 with cyanoacetamide and alkyl cyanoacetates under basic conditions are described. From1 and cyanoacetamide the benzo[h]quinoline-2-ones3 are formed by cyclization with the carboxamide group, the intermediate addition product2 is not isolable. The addition products5 from1 and cyanoacetates however are crystalline compounds, which are converted by cyclization via the ester group to lactones6, and then oxidized to7. The expected products from a cyclization with the cyanide group are not found. The possibility of this cyclization path is shown by reaction of5 to the tetracyclus10 whose structure is found to be analogue to that of the reaction product from11-obtained by reaction from1 and malononitrile-to12.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 111 (1980), S. 53-61 
    ISSN: 1434-4475
    Keywords: Elimination ; Mechanism ; Michael addition ; Pyrano-[2,3-c]pyrazoles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract By the reaction of 4-dimethylaminomethylene-3-methyl-1-phenylpyrazol-5-one (3) with methylene compounds like malonodinitrile, cyanoacetamide and alkyl cyanoacetate a number of different substituted title compounds may be prepared. The mechanism of this reaction is illucidated by isolation of the intermediate ethenyl compounds7, 8, 11, 14 and16. The reaction therefore is best described as a sequence of addition, elimination and cyclisation with partial hydrolysis.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 110 (1979), S. 115-119 
    ISSN: 1434-4475
    Keywords: Benzo[h]quinolines ; Mechanism ; Michael addition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A new route to the benzo[h]quinoline system3 byMichael-addition of malononitrile to 2-arylidene-1-tetralones1 is presented. The mechanism of this reaction is elucidated by isolation of the intermediate 4H-naphtho[1,2—b]-pyrane2 and its reaction to3. The reaction is proposed to be a sequence of addition, cyclisation,Dimroth-rearrangement and disproportionation.
    Type of Medium: Electronic Resource
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