| | 2 | Author
| Uwe Kuckländer, KrystinaK. Una, Gabriele Zerta, Wolfgang Poll | Requires cookie* | | | Title
| Untersuchung zur 6 -Hydroxyindol-Bildung bei der Nenitzescu-Reaktion, IV [1] Cyclisierung von N-(Chinonylalkyl)enaminon-Derivaten, II [2] Investigation on the F orm ation of 6 -F[ydroxyindole in the Nenitzescu Reaction, IV [1] Cyclization of N-(Quinonylalkyl)enam inone Derivatives, II [2]  | | | | Abstract
| Quinonylmethylenaminones 5 and 6 are synthesized and cyclized to spiro com pounds 7 and 8. Quinonylpropylenaminone 15 is made in the same way. Cyclization in acetic acid yields qui-nolines 11 and 12, in trifluoroacetic acid/trifluoroacetic anhydrid diacylenamine 16 is ob tained. The product o f 15 in perchloric acid is benzazocine 20. The structure o f 20 is proven by X-ray analysis. The course o f the reaction is discussed. | | | |
Reference
| Z. Naturforsch. 47b, 1403—1410 (1992); eingegangen am 17. April 1992 | | | |
Published
| 1992 | | | |
Keywords
| Spirocyclization, Quinones, Enaminones, Benzofurano-azocin, Crystal Structure | | | |
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| default:Reihe_B/47/ZNB-1992-47b-1403.pdf | | | | Identifier
| ZNB-1992-47b-1403 | | | | Volume
| 47 | |
| 3 | Author
| H. Möhrle, M. Jeandrée | Requires cookie* | | | Title
| ,3-Dioxolane von N-substituierten 4-Piperidonen als Dehydrierungssubstrat 1,3-Dioxolanes of N-Substituted 4-Piperidones as Substrates for Dehydrogenations | | | | Abstract
| The applicability of ketals was examined for masking the carbonyl group in N-tertiary 4-piperidones during the dehydrogenation using mercury-edta. Various 1,3-dioxolanes showed a different behaviour in dependence on the N-substituent. With simple aliphatic moieties mainly dehydrogenated but hydrolyzed products were received. These enaminones were also available from the dehydrogenations of the corresponding 4-piperidones. Similar applied to para-acyl-aromatic substituted derivatives but with less yields. Aromatic substituents bearing a neighbour group on ortho-position with participation gave rise to different oxidation products partially with preservation of the ketal structure. | | | |
Reference
| (Z. Naturforsch. 52b, 72—78 [1997]; eingegangen am 23. August 1996) | | | |
Published
| 1997 | | | |
Keywords
| Ketals, Enaminones, N, 0-A cetals, Lactams, Dehydrogenation with Hg-EDTA Complex | | | |
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| default:Reihe_B/52/ZNB-1997-52b-0072.pdf | | | | Identifier
| ZNB-1997-52b-0072 | | | | Volume
| 52 | |
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