Synthesis of spiro[quinoline-2,4′-piperidines] Heck versus radical reaction
✍ Scribed by Janine Cossy; Christophe Poitevin; Domingo Gomez Pardo; Jean-Louis Peglion; Aimée Dessinges
- Book ID
- 108386669
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 187 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
## Synthesis of . -In continuation of a research on biologically active spiroheterocycles, a synthesis of the spirobenzazepine (VIII) is desired. The compound is obtained by a route involving Heck-type cyclization of the monoprotected amine (I) and the formation of the seven-membered ring (VII)
As a better alternative to radical cyclization, 5-(2-bromo-6-methoxyphenoxy)-2-methyl-l,2,3,4,5,6,7,8-octahydroisoquinoline (2) and its 1-oxo analog 3 underwent Pdcatalyzed intramolecular cyclization to give the tetracyclic (ACNO) morphine fragments 5 and 6 respectively. 4-[(2'-Iodo-6'-methoxyphenox