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).
Citation
McErlain , H , Andrews , M J , Watson , A J B , Pimlott , S L & Sutherland , A 2024 , ' Ligand-enabled copper-mediated radioiodination of arenes ' , Organic Letters , vol. Ahead of Print . https://doi.org/10.1021/acs.orglett.4c00356
Publication
Organic Letters
Status
Peer reviewed
ISSN
1523-7060Type
Journal article
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