Kinetic Control of Rh(III)-Catalyzed Annulation of C-H Bonds with Quinones: Chemoselective Synthesis of Hydrophenanthridinones and Phenanthridinones
- PMID: 26848995
- DOI: 10.1021/acs.joc.5b02903
Kinetic Control of Rh(III)-Catalyzed Annulation of C-H Bonds with Quinones: Chemoselective Synthesis of Hydrophenanthridinones and Phenanthridinones
Abstract
A temperature-dependent redox-neutral Rh(III)-catalyzed C-H bond annulation of N-methoxybenzamides with quinones was developed for the chemoselective synthesis of hydrophenanthridinones and phenanthridinones. This reaction involves an Rh(III)-catalyzed C-H bond functionalization and a subsequent cyclization through the directing group nucleophilic addition to the carbonyl group at room temperature.
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