Issue 1, 2023

Dual nickel/photoredox catalyzed carboxylation of C(sp2)-halides with formate

Abstract

Herein, we report an efficient and practical protocol for dehalocarboxylation of C(sp2)-halides with formate by the engagement of a CO2 radical anion in a nickel-mediated bond-forming process. A wide variety of aryl iodides, aryl bromides, and alkenyl bromides bearing a diverse set of functional groups underwent the reaction smoothly through visible-light photoredox nickel dual catalysis. The synthesis of several 13C-labeled drug intermediates and the gram-scale synthesis of commercial drugs highlight the synthetic value of the approach in drug discovery settings.

Graphical abstract: Dual nickel/photoredox catalyzed carboxylation of C(sp2)-halides with formate

Supplementary files

Article information

Article type
Research Article
Submitted
26 Aug 2022
Accepted
06 Nov 2022
First published
08 Nov 2022

Org. Chem. Front., 2023,10, 35-41

Dual nickel/photoredox catalyzed carboxylation of C(sp2)-halides with formate

M. Fu, J. Wang, W. Ge, F. Du and Y. Fu, Org. Chem. Front., 2023, 10, 35 DOI: 10.1039/D2QO01361D

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