Journal of the American Chemical Society 2009-11-11

Palladium-catalyzed direct carboxylation of aryl bromides with carbon dioxide.

Arkaitz Correa, Rubén Martín

Index: J. Am. Chem. Soc. 131 , 15974, (2009)

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Abstract

A novel protocol for the direct carbon dioxide insertion (CO(2)) into aryl halides in a catalytic manner is presented herein. Unlike other carboxylation methods using CO(2), there is no need for the synthesis of the corresponding organometallic intermediates. Additionally, and in contrast to the well-established carbonylation processes, our protocol does not use highly toxic CO for the preparation of benzoic acids. Furthermore, this method is distinguished by its mild conditions, allowing the tolerance of a wide range of functional groups and substitution patterns. The crucial step of the process involves a challenging catalytic CO(2) insertion into Pd-C bonds.