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Ligand-Enabled Copper-Mediated Radioiodination of Arenes.

ABSTRACT: The discovery of a copper precatalyst that facilitates the key mechanistic steps of arene halodeboronation has allowed a step change in the synthesis of radioiodine-containing arenes. The active precatalyst [Cu(OAc)(phen)₂]OAc was shown to perform room temperature radio-iododeboronation of aryl boronic acids with 1-2 mol % loadings and 10 min reaction times. These mild conditions enable particularly clean reactions, as demonstrated with the efficient preparation of the radiopharmaceutical and SPECT tracer, meta-iodobenzylguanidine (MIBG).

SUBMITTER: McErlain H

PROVIDER: S-EPMC10897930 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature

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Ligand-Enabled Copper-Mediated Radioiodination of Arenes.

McErlain Holly H Andrews Matthew J MJ Watson Allan J B AJB Pimlott Sally L SL Sutherland Andrew A

Organic letters 20240209 7

The discovery of a copper precatalyst that facilitates the key mechanistic steps of arene halodeboronation has allowed a step change in the synthesis of radioiodine-containing arenes. The active precatalyst [Cu(OAc)(phen)<sub>2</sub>]OAc was shown to perform room temperature radio-iododeboronation of aryl boronic acids with 1-2 mol % loadings and 10 min reaction times. These mild conditions enable particularly clean reactions, as demonstrated with the efficient preparation of the radiopharmaceut ...[more]

PMID: 38335124

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