A New Approach to the Total Synthesıs of (±)-Nordasycarpıdone by Rıng-closure wıth Tetrachloro-1,4-benzoquınone
A new synthetic route for the (±)-nordasycarpidone was achieved in five steps with an overall yield of 41%. This route involves ring closure and formation of 5 which has a methanoazocino[4,3-b]indole skeleton in the key step. The reaction also involved a cyclization reaction of tetrahydrocarbaz...
| Main Author: | |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Society of Chemists and Technologists of Macedonia
2020-05-01
|
| Series: | Macedonian Journal of Chemistry and Chemical Engineering |
| Subjects: | |
| Online Access: | https://mjcce.org.mk/index.php/MJCCE/article/view/1736 |
| Summary: | A new synthetic route for the (±)-nordasycarpidone was achieved in five steps with an overall yield of 41%. This route involves ring closure and formation of 5 which has a methanoazocino[4,3-b]indole skeleton in the key step. The reaction also involved a cyclization reaction of tetrahydrocarbazole with a monoalkyl nitrile side chain at the C-2 position, and this reaction was mediated by tetrachloro-1,4-benzoquinone (TCB). The central step in the synthesis was the closure of the D-ring of the intra-molecular structure and the addition of amine, which resulted in an aza-tetracyclic substructure that contained the ABCD-ring of the strychnos alkaloid family. |
|---|---|
| ISSN: | 1857-5552 1857-5625 |