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Site-Selective Aerobic C–H Monoacylation of Carbazoles Using Palladium Catalysis
- Source :
- The Journal of Organic Chemistry; January 2021, Vol. 86 Issue: 2 p1396-1407, 12p
- Publication Year :
- 2021
-
Abstract
- This manuscript describes the development of a remarkably general palladium-catalyzed monoacylation of carbazoles using toluene derivatives playing the dual role of acyl source and organic solvent. The method uses NHPI as the cocatalyst and oxygen as the sole oxidant. Interestingly, the acylation of monosubstituted N-pyridylcarbazoles takes place regioselectively at the C-8 position. The scope of the method is explored using aldehyde as the acyl source. This highly site-selective acylation proceeds through a radical process.
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 86
- Issue :
- 2
- Database :
- Supplemental Index
- Journal :
- The Journal of Organic Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs54971928
- Full Text :
- https://doi.org/10.1021/acs.joc.0c01746