Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/127808| Title: | Pd-Catalyzed α-Arylation of Sulfones in a Three-Component Synthesis of 3-[2-(Phenyl/methylsulfonyl)ethyl]indoles |
| Author: | Solé Arjó, Daniel Pérez Janer, Ferran Zulaica Gallego, Ester Guastavino, Javier F. Fernández Cadenas, Israel |
| Keywords: | Pal·ladi (Element químic) Catàlisi Teoria del funcional de densitat Compostos heterocíclics Síntesi orgànica Palladium Catalysis Density functionals Heterocyclic compounds Organic synthesis |
| Issue Date: | 28-Jan-2016 |
| Publisher: | American Chemical Society |
| Abstract: | A novel four-step domino process for the synthesis of 3-[2-(aryl/alkylsulfonyl)ethyl]indoles starting from readily available 2-iodoanilines is reported. The domino reaction is based on the intramolecular palladium-catalyzed α-arylation of sulfones, which was combined with both intermolecular aza-Michael and Michael addition reactions using vinyl sulfones as the electrophile. The domino process produced good yields and tolerated the presence of substituents with different electronic properties on the aniline ring. In addition, density functional theory (DFT) calculations were carried out to gain more insight into the formation of the observed indole derivatives. Keywords: arylation; density functional calculations; domino reactions; indoles; palladium-catalyzed |
| Note: | Versió postprint del document publicat a: https://doi.org/10.1021/acscatal.6b00027 |
| It is part of: | ACS Catalysis, 2016, vol. 6, num. 3, p. 1691-1700 |
| URI: | http://hdl.handle.net/2445/127808 |
| Related resource: | https://doi.org/10.1021/acscatal.6b00027 |
| ISSN: | 2155-5435 |
| Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 661320.pdf | 1.69 MB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.