N-Indolylethyl-Z-pyridones bearing appropriate B-dicarbonyl in the 3iposition have been cyclised to pentacyclic indoles indolenines by catalysis with trifluoroacetic anhydride.
Synthesis of hexacyclic indole alkaloids related to vindolinine by sonochemical cyclization
✍ Scribed by Georgette Hugel; Dominique Cartier; Jean Lévy
- Book ID
- 104233174
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 236 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
the N-trifluoroacetamide 11 (mp 150°C, dec; ms, m/z 558.0539 (M.+, talc, 558.0628), 431(100 %); 1 t-l nmr, a ppm 1.65 (d,l H,J=7Hz,H-19), 350(s,3H,COOMe); uv, nm, 210, 227(sh), 235(sh), 290).
Lactam 8 (racemic) was obtained by total synthesis and further transformed by action of lead tetraacetate into the acetoxyindolenine 914.
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