4.7 Article

Visible-light-mediated hydrodehalogenation and Br/D exchange of inactivated aryl and alkyl halides with a palladium complex

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 10, Pages 1649-1654

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00240e

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Funding

  1. National Natural Science Foundation of China [NSFC 21472073, 21532001, 21772075]

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Herein, a novel photo-induced amine-free radical reductive dehalogenation of inactivated aryl/ alkyl bromides and chlorides with a palladium complex is described, which reveals excellent functional group compatibility and broad substrate scope. Extensional transformations for reductive cyclization, dehalogenative deuteration, and intra-and intermolecular radical addition can be achieved smoothly. Mechanistic studies indicate a single-electron photoredox catalytic system with inactivated solvent as the hydrogen atom donor.

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