SYNTHESIS OF THE CARBAZOLE ALKALOIDS HYELLAZOLE AND 6-CHLOROHYELLAZOLE AND RELATED DERIVATIVES

Citation
Em. Beccalli et al., SYNTHESIS OF THE CARBAZOLE ALKALOIDS HYELLAZOLE AND 6-CHLOROHYELLAZOLE AND RELATED DERIVATIVES, Journal of the Chemical Society. Perkin transactions. I, (5), 1994, pp. 579-587
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
5
Year of publication
1994
Pages
579 - 587
Database
ISI
SICI code
0300-922X(1994):5<579:SOTCAH>2.0.ZU;2-6
Abstract
We describe a new seven-stage synthesis of the carbazole alkaloids hye llazole and 6-chlorohyellazole, which proceeds via thermal cyclization of the 3-(buta-1,3 dienyl)indoles 7ab and 7bb. prepared from the cond ensation products of indole-2,3-diones 1a, b and the 3-methyl-4-phenyl but-3-en-2-one 2b. This procedure was also used to prepare related 3-m ethoxy-1-phenylcarbazole derivatives.