|
|||||
|
|
An unexpected rearrangement of the benzofurobenzazepine skeleton of galanthamine-type alkaloids |
|
| Authors: | Klára Herke Zsuzsanna Sánta Viktor Háda György Kalaus |
| Institution: | a Department of Organic Chemistry and Technology, University of Technology and Economics, H-1111 Budapest, Szt. Gellért tér 4., Hungary b Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, H-1111 Budapest, Szt. Gellért tér 4., Hungary c Spectroscopic Research Division, Gedeon Richter Plc., H-1475 Budapest 10, PO Box 27, Hungary |
| Abstract: | Attempted cyclisation of N-methylated spiro benzazepine-cyclohexenone (5) into the corresponding N-methyl tetracyclic unit of galanthamine-type alkaloids (6) instead gave an unexpected rearrangement to yield a cyclopentanoisoquinolinone derivative (7). Methylation of the tetrahydrobenzofurobenzazepine tetracycle resulted in the expected N-methyl derivative 6, and the anomalous product 8, with structure similar to that of 7. |
| Keywords: | Amaryllidaceae alkaloids Spirocyclohexenone Rearrangement Cyclopentanoisoquinolinone |
| 本文献已被 ScienceDirect 等数据库收录！ | |