F. Bracher, D. Hildebrand
Aug 12, 1993
Citations
0
Influential Citations
27
Citations
Journal
European Journal of Organic Chemistry
Abstract
β-Carboline Alkaloids, II. – Tributyl(1-ethoxyvinyl)stannane as a C2-Building Block in the Syntheses of β-Carboline Alkaloids 1-Acetyl-β-carboline (4) is prepared by palladium-catalyzed coupling of 1-chloro-β-carboline (1) with tributyl(1-ethoxyvinyl)stannane (3) and subsequent hydrolysis with aqueous acid. Reduction of 4 with NaBH4 gives the alkaloid 5. Nitramarine (7) and annomontine (9) are prepared from 4 by one-pot conversions of the acetyl group to a quinoline or an aminopyrimidine ring, respectively.