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

Org Lett

College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China.

Published: September 2023

Herein, we disclose a common approach for palladium-catalyzed direct coupling of the -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 Pd/Pd redox 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.

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http://dx.doi.org/10.1021/acs.orglett.3c02307DOI Listing

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