ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025
Copper-Catalyzed Regioselective Meta C─H Bond Olefination of Anilides.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Herein, we report a Cu-catalyzed meta-olefination of anilides using alkenyl iodonium salts. The olefination of a panel of pivanilides was achieved using an additive-free copper-based catalytic system under mild reaction conditions (25 examples, up to 60% yield). By favoring a Heck-like four-membered transition state, the approach demonstrated an excellent regioselectivity for the meta C─H functionalization with β-styrenyl and β-alkyl-alkenyl groups using a weakly coordinated directing group (DG). Postfunctionalization reactions were conducted, highlighting both the synthetic interest of the products and the potential atom-efficiency of the process.
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