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'Oximes' in keywords Facet   Publication Year 1999  [X]
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1Author    H. Möhrle, M. JeandréeRequires cookie*
 Title    Chinazolinderivate durch Cyclodehydrierung von N-(2-substituierten Aryl)-Piperidinen Quinazoline Derivatives by Cyclodehydrogenation of N-(2-Substituted Aryl)-Piperidines  
 Abstract    D ehydrogenation of the N-[2-(aminocarbonyl)phenyl]piperidines 1 -5 using H g(II)-EDTA, generated the quinazolinones 6 -9 . Increasing size of the 4-substituent in the piperidine de­ creased the oxidation rate and the product yield. N-[2-(Hydroxyiminomethyl)phenyl]piperidines 18-22 showed a different behaviour. While 18 with H g(II)-ED TA in water produced the oxime lactam 24 in quantitative yield, the 4-substituted piperidines 19-21 caused not only a lower reaction rate but also an altered pro­ duct pattern. The double dehydrogenation to lactams was reduced and the cyclic nitrones, formed by two electron withdrawal, became dominant. From the spiro compounds 21 and 22, solely the quinazoline-N-oxides 29 and 30 resulted. The mechanism of the reactions is discussed. 
  Reference    Z. Naturforsch. 54b, 1577—1588 (1999); eingegangen am 31. August 1999 
  Published    1999 
  Keywords    Amide, Oxime, Nitrone, Neighboring Group Participation, M ercury(II)-EDTA D ehydrogenation 
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 TEI-XML for    default:Reihe_B/54/ZNB-1999-54b-1577.pdf 
 Identifier    ZNB-1999-54b-1577 
 Volume    54