Issue 10, 2019

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

Abstract

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
13 二月 2019
Accepted
27 三月 2019
First published
28 三月 2019

Org. Chem. Front., 2019,6, 1649-1654

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

Z. Zhou, J. Zhao, X. Gou, X. Chen and Y. Liang, Org. Chem. Front., 2019, 6, 1649 DOI: 10.1039/C9QO00240E

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