Journal ArticleDOI
Herstellung und Eigenschaften von Oximen des 4-Oxo-4,5,6,7-tetrahydroindols und ihre Umlagerung in Pyrrolo-azepine 6. Mitteilung über synthetische Indol-Verbindungen [1]†
André P. Stoll,F. Troxler +1 more
TLDR
In this article, the preparation and BECKMANN rearrangement of 4-tosyloxyimino-4,5,6,7-tetrahydroindoles are described.Abstract:
The preparation and BECKMANN rearrangement of 4-tosyloxyimino-4,5,6,7-tetrahydroindoles are described. The structures of the stereoisomeric parent oximes, their tosylates, and of the products of their BECKMANN rearrangement have been confirmed by NMR and IR spectroscopy.read more
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Reference EntryDOI
The Beckmann Reactions: Rearrangements, Elimination–Additions, Fragmentations, and Rearrangement–Cyclizations
TL;DR: The photochemical Beckmann rearrangement cyclization was first observed by De Mayo in 1963 and discussed in a review several years ago as mentioned in this paper, but it has not been exploited extensively until the 1960s.
Journal ArticleDOI
Quinoline Oximes: Synthesis, Reactions, and Biological Activity. (Review)
TL;DR: In this paper, the synthesis of new heterocycles based on quinoline oximes is examined separately, and the main results from investigation of the biological activity of quine oximes are presented.
Journal ArticleDOI
Beckmann rearrangement of α,β-unsaturated ketoximes in cyclic systems
TL;DR: Several cyclic α,β-unsaturated ketoximes, or their tosylates were subjected to the Beckmann rearrangement with all compounds except 8b, groups located anti to the leaving group migrated efficiently, irrespective as to whether the migrating group was alkyl or olefinic as discussed by the authors.
Journal ArticleDOI
Der FISCHER'sche Indolringschluss mit 1, 3-disubstituierten 4-Piperidonen. 7. Mitteilung über synthetische Indolverbindungen [1]†
A. Ebnöther,P. Niklaus,R. Süess +2 more
TL;DR: In this article, arylhydrazones of 1, 3-disubstituted 4-piperidones with ethanolic hydrogen chloride (FISCHER reaction conditions) were treated.
Journal ArticleDOI
Synthesis and spectral properties of 6H‐1‐(2‐, 3‐ and 4‐R‐Phenyl)‐2,7,7‐trimethyl‐4,5,7,8‐tetrahydropyrrolo[3,2‐c]azepin‐4‐ones
TL;DR: In this paper, the preparation of 4,5,7,8-tetrahydropyrrolo[3,2-c]azepin-4-ones is described.
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Journal ArticleDOI
Unambiguous specification of stereoisomerism about a double bond
Journal ArticleDOI
BECKMANN-Umlagerung und Fragmentierung. 1. Teil. Mechanismus sowie Nachweis der Zwischenstufen Fragmentierungsreaktionen. 7. Mitteilung
TL;DR: The mechanism of the BECKMANN rearrangement and the fragmentation of ketoximes 1 has been studied by determining rate constants and products in ethanol of several anti-alkyl-, -cycloalkyl, -aralkyl- and -phenyl-ketoxime tosylates with stationary syn-methyl and phenyl substituents as mentioned in this paper.
Journal ArticleDOI
Zur Kenntnis der Beckmannschen Umlagerung (III.)
Journal ArticleDOI
4‐Oxo‐4.5.6.7‐tetrahydro‐indole und 4‐Oxo‐1.2.3.4.5.6.7.8‐octahydro‐carbazole
TL;DR: Ausgehend von den leicht zuganglichen 4-Oxo-4.7-tetrahydro-cumaronen and den 4-oxo-1.8-octahydrodibenzofuranen wurden durch Umsetzung with Ammoniak and primaren Aminen die entsprechenden Derivate der Tetrahydronindol- and Octahydroidcarbazol-Reihe erhalten.