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Suzuki–Miyaura Type Regioselective C–H Arylation of Aromatic Aldehydes by a Transient Directing Strategy

Authors :
Chao, Bao
Bai, Chaolumen
Yan, He
Zhao, Ruisheng
Liu, Dan
Muschin, Tegshi
Bao, Agula
Eerdun, Chaolu
Bao, Yong-Sheng
Source :
Organic Letters; September 2023, Vol. 25 Issue: 37 p6823-6829, 7p
Publication Year :
2023

Abstract

Herein, we disclose a common approach for palladium-catalyzed direct coupling of the ortho-C–H bond of aromatic aldehydes with various organoboronic reagents by a transient directing strategy. In contrast to widely used cross-coupling reactions of C–H bonds with aryl halides, which generally need silver salt as a halide removal reagent, the method which used BQ/TFA as weak oxidation system for the PdII/Pd0redox cycle is cost-effective, ecofriendly, and more aligned with green catalysis. This broadly applicable method opens up a new and efficient Suzuki–Miyaura coupling route for the direct formation of carbon–carbon bonds by C–H bond activation.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
25
Issue :
37
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs63870099
Full Text :
https://doi.org/10.1021/acs.orglett.3c02307