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1999 (1)
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1996 (1)
1Author    H. Möhrle, J. MehrensRequires cookie*
 Title    Cyclisierungen über Enamin-Zwischenstufen bei Amindehydrierungen Cyclizations via Enamine Intermediates with Amine Dehydrogenations  
 Abstract    The mercury-edta dehydrogenation of the 4'-aminosubstituted-acetophenones 1, 8a and 9a produced the ring cleavaged derivatives 7 ,11a and 12a, while the piperidine and its derivatives 10a -lOe gave rise to tetracyclic compounds 16a -16e and to methylenedi-enamines 19a -19d, the additionally C-l-fragment in 19a -19d probably coming from mercury edta. With addition of m-nitrobenzaldehyde to the mercury-edta dehydrogenation of substituted phenylpiperidines another route only generated the di-enamines 22. N Hg(ll)-EDTA r °) " -h2o \ a l N . V 0H — N 2 3 Y ° n 0 0 // N X 6 Hg(ll)-EDTA 0 OH N 4 0 H 0 // C 
  Reference    Z. Naturforsch. 54b, 214—224 (1999); eingegangen am 16. September 1998 
  Published    1999 
  Keywords    Carbinolamine, Iminium Salt, Intramolecular Aminomethylation, Push Pull Effect 
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 TEI-XML for    default:Reihe_B/54/ZNB-1999-54b-0214.pdf 
 Identifier    ZNB-1999-54b-0214 
 Volume    54 
2Author    H. Möhrle, J. MehrensRequires cookie*
 Title    Reaktivität nitrophenylsubstituierter cyclischer Amine bei Dehydrierungen The Reactivity of Nitrophenyl Substituted Cyclic Amines with Dehydrogenations  
 Abstract    Piperidine and perhydroazepine bearing a 1 -(4-nitrophenyl) substituent were inert to mercury-edta, while the a-pipecoline derivative gave an aminoketone with cleavage of the heterocycle. However the corresponding (2-nitrophenyl) compounds reacted to give respectively a piperidin-2-one, an aminopentanal and an aminohexanone. By an additional substituent in 2'-position the p-nitro compounds underwent dehydrogenation too. With a methyl group resulted a pattern analogous to o-nitro products. A neighbouring hydroxymethyl function enhanced the reaction with formation of benzoxazines and if possible their further oxidized derivatives, the hydroxylactams. 
  Reference    (Z. Naturforsch. 53b, 37 [1998]; eingegangen am 8. Oktober 1997) 
  Published    1998 
  Keywords    Lactam, Iminium Salt, Aminoketone, N, 0-Acetal, Neighbour Group 
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 TEI-XML for    default:Reihe_B/53/ZNB-1998-53b-0037.pdf 
 Identifier    ZNB-1998-53b-0037 
 Volume    53 
3Author    H. Möhrle, U. Von Der Lieck-WaldheimRequires cookie*
 Title    Vinamidinium-Salze als Nucleophile Vinamidinium Salts as N ucleophiles  
 Abstract    1,4-diazepinium salts could not be aminomethylated with conventional methods, but the hydrochlorides produced with methyleniminium salts the C-Mannich-compounds. The reactivity of the substrate was mainly controlled by electronic effects of the substituents. Aminomethylation of 1,5-diazapentadienium salts occurred only if the conformations caused no steric hindrance of the ß-C-atom. Methyl substituted 2,3-dihydro-1,4-diazepinium salts reacted with 1,3,5 triazine to pyrimidine anellated derivatives. 
  Reference    Z. Naturforsch. 51b, 421—430 (1996); eingegangen am 4. Juli 1995 
  Published    1996 
  Keywords    Mannich Reaction, Iminium Salts, 1, 3, 5 Triazine, Push-Pull-Systems 2, 3-Dihydro- 
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 TEI-XML for    default:Reihe_B/51/ZNB-1996-51b-0421.pdf 
 Identifier    ZNB-1996-51b-0421 
 Volume    51