1 | Author | Hans Möhrle, Georg Keller | Requires cookie* |
Title | a-Dicarbonylmonoxime als Nucleophile und Nachbargruppen a-Dicarbonylm onoxim es as Nucleophiles and Neighbour Groups ![]() | ||
Abstract | The Q-dicarbonylmonooximes 1 and 11 do not react as simple "CH-acidic-compounds" in the Mannich condensation. In a concerted reaction with aminals in absolute dioxane they give rise to the products 4a -e and 12a -e with better practicability and much higher yields compared with the conventional method. The Mannich bases with a cyclic amine part show in the dehydrogenation, using mercury-EDTA, a neighbouring group participation of the oxime in type 4 and of the oxime or amide function in 12 yielding cyclized products. For the reaction a plausible mechanism is proposed. | ||
Reference | Z. Naturforsch. 54b, 632—642 (1999); eingegangen am 27. Januar 1999 | ||
Published | 1999 | ||
Keywords | Aminal, C-Aminomethylation, Mercury(II)-EDTA Dehydrogenation, Intramolecular Cyclization | ||
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