Die Synthese von Ergolin-Derivaten. Benz[cd]indol-Reihe
✍ Scribed by C. A. Grob; E. Renk
- Publisher
- John Wiley and Sons
- Year
- 1961
- Tongue
- German
- Weight
- 768 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Methods for the synthesis of compounds containing the tetracyclic ergoline system 111, by fusion of a dihydro‐ or tetrahydro‐pyridine ring onto the β‐tetralone system of the tetrahydronaphthostyril derivative 11, are described.
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## Abstract (__E__)‐3‐(1‐Acetyl‐1,5‐dihydrospiro[benz[__cd__]indol‐4(3H),2′‐[1‐3]dioxolan]‐5‐yl)‐2‐methylacrylsäureäthylester (**9**) und ähnliche Benz[__cd__]indol‐Derivate werden mit der Zielsetzung einer Chanoclavin‐Synthese dargestellt.
The authors have studied the reduction of naphtostyril (I, R = H) and of the corresponding 4‐methoxy derivative IIIa by amalgamated sodium in water to 2a,3,4,5‐tetrahydronaphtostyril (II, R = H) and its 4‐keto derivative IV, respectively.
## Abstract Es wird eine praktische Synthese des 5‐Keto‐1,3,4,5‐tetrahydrobenz(cd)indols beschrieben. Die Hauptmerkmale dieser Synthese sind: Die Überführung von 1‐Methoxy‐5‐acetamino‐naphtalin in 5‐Oxy‐benz(cd)indolin in drei Stufen; Die Isomerisierung von 5‐Oxy‐benz(cd)indolin zu 5‐Keto‐1,3,4,5
The synthesis of 5‐keto‐2a,3,4,5‐tetrahydronaphtostyril (3) via 4‐nitro‐indanone is described.