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Copper-Mediated Radiobromination of (Hetero)Aryl Boronic Pinacol Esters.

ABSTRACT: A copper-mediated radiobromination of (hetero)aryl boronic pinacol esters is described. Cyclotron-produced [^76/77Br]bromide was isolated using an anion exchange cartridge, wherein the pre-equilibration and elution solutions played a critical role in downstream deboro-bromination. The bromination tolerates a broad range of functional groups, labeling molecules with ranging electronic and steric effects. Bologically active radiopharmaceuticals were synthesized, including two radiobrominated inhibitors of poly ADP ribose polymerase, a clinically relevant chemotherapeutic target for ovarian, breast, and prostate cancers.

SUBMITTER: Mixdorf JC

PROVIDER: S-EPMC9957949 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature

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Copper-Mediated Radiobromination of (Hetero)Aryl Boronic Pinacol Esters.

Mixdorf Jason C JC Hoffman Sabrina L V SLV Aluicio-Sarduy Eduardo E Barnhart Todd E TE Engle Jonathan W JW Ellison Paul A PA

The Journal of organic chemistry 20230206 4

A copper-mediated radiobromination of (hetero)aryl boronic pinacol esters is described. Cyclotron-produced [76/77Br]bromide was isolated using an anion exchange cartridge, wherein the pre-equilibration and elution solutions played a critical role in downstream deboro-bromination. The bromination tolerates a broad range of functional groups, labeling molecules with ranging electronic and steric effects. Bologically active radiopharmaceuticals were synthesized, including two radiobromin ...[more]

PMID: 36745853

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