β‐Carboline Alkaloids, I. — Syntheses of 1‐Aryl‐ and 1‐Alkenyl‐β‐carbolines by Palladium‐Catalyzed Coupling Reactions 1‐Chloro‐β‐carboline (6) is prepared in three steps starting from tryptamine (3). Palladium‐catalyzed coupling reactions of 6 with aryl boronic acids offer an easy access to the alk
β-Carbolin-Alkaloide, IV. – Synthese von 1-Alkyl-β-carbolinen und Strukturrevision von Lycii-Alkaloid I
✍ Scribed by Bracher, Franz ;Hildebrand, Dirk
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 314 KB
- Volume
- 1993
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
β‐Carboline Alkaolids, IV. – Synthese of 1‐Alkyl‐β‐carbolines and Structure Revision of Lycii Alkaloid I
Palladium‐catalyzed coupling reactions of 1‐chloro‐β‐carboline (1) with triethylborane and trimethylaluminum give the alkaloids 1‐ethyl‐β‐carboline (2) and harman (5). The intermediate 4 on treatment with ethyl formiate gives 9‐formylharman (6). Comparison of the spectroscopic data shows, that lycii alkaloid I does not have the structure 6, but is identical with the alkaloid 1‐acetyl‐β‐carboline (7).
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