4.7 Article

Kinetic Control of Rh(III)-Catalyzed Annulation of C-H Bonds with Quinones: Chemoselective Synthesis of Hydrophenanthridinones and Phenanthridinones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 4, Pages 1675-1680

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02903

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Funding

  1. National Natural Sciences Foundation of China [21172030]

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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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