Litcius/Paper detail

Ligand-Enabled Copper-Mediated Radioiodination of Arenes

Holly McErlain, Matthew J. Andrews, Allan J. B. Watson, Sally L. Pimlott, Andrew Sutherland

2024Organic Letters12 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide 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).

Topics & Concepts

ChemistryLigand (biochemistry)ArylCopperCombinatorial chemistryRadiochemistryOrganic chemistryReceptorBiochemistryAlkylRadiopharmaceutical Chemistry and ApplicationsBoron Compounds in ChemistryPeptidase Inhibition and Analysis