BETA-CARBOLINE ALKALOIDS .2. TRIBUTYL(1-E THOXYVINYL)STANNANE AS A C2-BUILDING BLOCK IN THE SYNTHESES OF BETA-CARBOLINE ALKALOIDS

Authors
BRACHER F HILDEBRAND D
Citation
F. Bracher et D. Hildebrand, BETA-CARBOLINE ALKALOIDS .2. TRIBUTYL(1-E THOXYVINYL)STANNANE AS A C2-BUILDING BLOCK IN THE SYNTHESES OF BETA-CARBOLINE ALKALOIDS, Liebigs Annalen der Chemie, (8), 1993, pp. 837-839
Citations number
14
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen der Chemie → ACNP
ISSN journal
01702041
Issue
8
Year of publication
1993
Pages
837 - 839
Database
ISI
SICI code
0170-2041(1993):8<837:BA.TTA>2.0.ZU;2-V
Abstract
1-Acetyl-beta-carboline (4) is prepared by palladium-catalyzed couplin g of 1-chloro-beta-carboline (1) with tributyl(l-ethoxyvinyl)stannane (3) and subsequent hydrolysis with aqueous acid. Reduction of 4 with N aBH4 gives the alkaloid 5. Nitra-marine (7) and annomontine (9) are pr epared from 4 by one-pot conversions of the acetyl group to a quinolin e or an aminopyrimidine ring, respectively.