Oxidative coupling of Michael acceptors with aryl nucleophiles produced through rhodium-catalyzed C–C bond activation

Caroline Gregerson, Kathryn Trentadue, Erik J. T. Phipps, Janelle K. Kirsch, Gabriella D. Dyke, Jacob H. Jansen, Christian B. Otteman, Jessica Stachowski, Jeffrey B. Johnson

Organic & Biomolecular Chemistry · 2017 · 12 citations · 31 references

Concepts

Abstract

Utilizing rhodium catalysis, aryl nucleophiles generated via carbon-carbon single bond activation successfully undergo oxidative coupling with Michael acceptors. The reaction scope encompasses a broad range of nucleophiles generated from quinolinyl ketones as well as a series of electron deficient terminal alkenes, illustrating the broad potential of intersecting carbon-carbon bond activation with synthetically useful coupling methodologies. The demonstrated oxidative coupling produces a range of cinnamyl derivatives, several of which are challenging to prepare via conventional routes.

References

31