Synthesis and isolation of nitro-bT-carbolines obtained by nitration of commercial β-carboline alkaloids
✍ Scribed by María A. Ponce; Rosa Erra-Balsells
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2001
- Tongue
- English
- Weight
- 86 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Nitration of commercial full aromatic β‐carboline alkaloids nor‐harmane (1), harmane (2), harmine (3), harmol (4), and the 7‐acetylated derivative of harmol (5) is described. Advantages and disadvantages of different nitration reagents which involve acidic conditions (HNO~3~/H^+^) and neutral conditions (Cu(NO~3~)~2~; ceric ammonium nitrate) are discussed. A complete ^1^H and ^13^C‐nmr characterization including ms and also uv absorption spectra in neutral and acid media is presented. A detailed ei‐ms and ld‐tof‐ms study is enclosed because the nitro‐β‐carbolines constitute a new family of β‐carboline‐like chromophores with potential use as matrix in uv‐maldi‐tof‐ms.
📜 SIMILAR VOLUMES
## Abstract β‐Carbolines (**1–5**) undergo electrophilic aromatic substitution with __N__‐bromosuccinimide under different experimental conditions. Although 6‐bromo‐nor‐harmane (**la**) obtained by bromination of nor‐harmane (**1**) was isolated and fully characterized sometime ago, the other bromo
## Abstract β‐Carbolines **(1‐5)** undergo electrophilic aromatic substitution with __N__‐chlorosuccinimide and __N__‐chlorobenzotriazole under different experimental conditions. Although 6‐chloro and 8‐chloro‐nor‐har‐mane (**1a** and **1b**) and 6‐chloro and 8‐chloro‐harmane (**2a** and **2b**) ob