Abstract
In the presence of chiral phosphoric acid, an enantioselective Friedel-Crafts reaction of 4,7-dihydroindoles with aromatic trifluoromethyl ketones and ethyl 4,4,4-trifluoroacetoacetate has been realized. A series of 2-substituted 4,7-dihydroindoles with a trifluoromethylated tertiary alcohol moiety were obtained in 45-95% yields with 60-93% ee. Furthermore, 2-functionalized indole derivatives could be produced through a one-pot process.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2773-2777 |
| Number of pages | 5 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 352 |
| Issue number | 16 |
| DOIs | |
| State | Published - Nov 2 2010 |
| Externally published | Yes |
Keywords
- 4,7-dihydroindoles
- Brønsted acids
- Friedel-Crafts reaction
- enantioselectivity
- trifluoromethyl-substituted compounds