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Pd‐Catalyzed ortho‐C−H Olefination of Benzenesulfonamides Directed by 7‐Azaindole

Asian Journal of Organic Chemistry(2020)

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Abstract
Demonstrated herein is a Pd-catalyzed ortho-C-H olefination of benzenesulfonamides using 7-azaindole as the directing group. This reaction proceeds with exclusive ortho selectivity, high efficiency and broad substrate scope. This method also provides access to sulfonic acids and ortho-alkylated sulfonamides. Control experiments provides some insightful evidences to the mechanism and the plausible catalytic cycle is proposed to go through a unique seven-membered palladacycle species.
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Key words
sulfonamide, C&#8722, H functionalization, olefination, sulfonic acid, 7-azaindole
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