Abstract
Summary Aryl carboxylic acid derivatives are common organic building blocks and important structural motifs found in various biologically important molecules. Herein, we report a distinct method for preparing aryl carboxylic acid derivatives through ortho -alkoxycarbonylation of aryl iodides via palladium/norbornene catalysis, which is enabled by a carefully tuned mixed-anhydride reagent. Using a sterically hindered acyl leaving group realizes selective C–O cleavage, allowing the carboxyl (instead of the acyl) group to be transferred. This method exhibits a board substrate scope and high functional-group compatibility. In addition, this approach provides direct access to macrolactones. Preliminary success with the corresponding aminocarbonylation is also achieved.
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