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β-Carbolin-Alkaloide, I. Synthese von 1-Aryl- und 1-Alkenyl-β-carbolinen durch Palladium-katalysierte Kupplungsreaktionen

✍ Scribed by Bracher, Franz ;Hildebrand, Dirk

Publisher: John Wiley and Sons
Year: 1992
Tongue: English
Weight: 556 KB
Volume: 1992
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1992199201216

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✦ Synopsis

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 alkaloids komaroine (11) and perlolyrine (15). Pavettine (16) is prepared by coupling of 6 with tributylvinylstannane.

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✍ Bracher, Franz ;Hildebrand, Dirk 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 314 KB

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 trea