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Palladium-Catalyzed Cross Coupling of Benzylammonium Salts with Boronic Acids under Mild Conditions
- Publication Year :
- 2018
- Publisher :
- Georg Thieme Verlag, 2018.
-
Abstract
- Herein, we give a full account of the development of the palladium­-catalysed cross-coupling of benzylammonium salts with boronic acids. A range of benzylamine-derived quaternary ammonium salts can be coupled with boronic acids under relatively mild conditions. Our optimization has identified ligands that can be used to chemoselectively cross-couple at the ammonium in the presence of chlorides. We demonstrate that intramolecular palladium-catalysed C–H activation is also a viable pathway for the putative benzyl-Pd(II) intermediate obtained upon oxidative addition and have optimised this to obtain fluorene in good yield.
Details
- Language :
- English
- Database :
- OpenAIRE
- Accession number :
- edsair.doi.dedup.....d9525a64a6182b4e6c8e07c1f4bad4f5