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A new synthetic route to the azocino[4,3-b]indole core structure

✍ Scribed by Patir, Süleyman

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
206 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The reaction of 2 with 2‐methoxyethylamine in the presence of ZnCl~2~ afforded imine 3, which was reduced with NaBH~4~ to amine 4 without isolation. After deprotection of the carbonyl function by treatment with benzeneseleninic anhydride, ketone 5 was converted to compound 6 with 2‐oxobutyric acid and dicyclohexylcarbodiimide. The isodasycarpidone derivative 7, formed by aldol reaction of 6, represents a tetracyclic substructure of strychnos‐type alkaloids.

📜 SIMILAR VOLUMES

Synthesis of the azocino[4,3-b]indole co
Synthesis of the azocino[4,3-b]indole core structure for the synthesis of strychnos alkaloids
✍ Yavuz Ergün; Gürol Okay; Süleyman Patir 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 50 KB

## Abstract The synthesis of compound **12** which has a hexahydro‐1,5‐methanoazocino[4,3‐__b__]indole structure for the synthesis of pentacyclic strychnos type alkaloids (tubifolin and tubifolidine) is described. Many new compounds **5–12** have also been synthesized.