Direct deoxygenative borylation of carboxylic acids.

ABSTRACT: Carboxylic acids are readily available, structurally diverse and shelf-stable; therefore, converting them to the isoelectronic boronic acids, which play pivotal roles in different settings, would be highly enabling. In contrast to the well-recognised decarboxylative borylation, the chemical space of carboxylic-to-boronic acid transformation via deoxygenation remains underexplored due to the thermodynamic and kinetic inertness of carboxylic C-O bonds. Herein, we report a deoxygenative borylation reaction of free carboxylic acids or their sodium salts to synthesise alkylboronates under metal-free conditions. Promoted by a uniquely Lewis acidic and strongly reducing diboron reagent, bis(catecholato)diboron (B₂cat₂), a library of aromatic carboxylic acids are converted to

SUBMITTER: Li J 

PROVIDER: S-EPMC8370987 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature