Abstract
A new protocol to access benzo[a]carbazole derivatives was developed, via the cyanide-catalyzed imino-Stetter reaction/Friedel-Crafts reaction sequence. The cyanide-catalyzed imino-Stetter reaction of aldimines derived from 2-aminochalcones and aromatic aldehydes provided the corresponding 2-aryl-3-arenacylindole derivatives, which could be converted to benzo[a]carbazoles via intramolecular Friedel-Crafts ractions. Various 2-aminochalcones and aldehydes were applicable to this protocol, affording the desired benzo[a]carbazoles in good to high yields. Furthermore, we also developed a sequential protocol for the construction of benzo[a]carbazoles from 2-aminochalcones and aldehydes, without isolating any intermediates.
| Original language | English |
|---|---|
| Pages (from-to) | 456-467 |
| Number of pages | 12 |
| Journal | Organic Chemistry Frontiers |
| Volume | 6 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2019 Feb 21 |
ASJC Scopus subject areas
- Organic Chemistry