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Skeletal Editing: Interconversion of Arenes and Heteroarenes

Joynson, Ben W.; Ball, Liam T.

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Ben W. Joynson

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Associate Professor


Skeletal editing involves making specific point-changes to the core of a molecule through the selective insertion, deletion or exchange of atoms. It thus represents a potentially powerful strategy for the step-economic modification of complex substrates and is a perfect complement to methods such as C−H functionalization that target the molecular periphery. Given their ubiquity in biologically active compounds, the ability to perform skeletal editing on – and therefore interconvert between – aromatic heterocycles is especially valuable. This review summarizes both recent and key historical examples of skeletal editing as applied to interconversion of aromatic rings; we anticipate that it will serve to highlight not only the innovative and enabling nature of current skeletal editing methods, but also the tremendous opportunities that still exist in the field.

Journal Article Type Review
Acceptance Date Jan 13, 2023
Online Publication Date Jan 13, 2023
Publication Date 2023-03
Deposit Date Jan 23, 2023
Publicly Available Date Jan 14, 2024
Journal Helvetica Chimica Acta
Print ISSN 0018-019X
Electronic ISSN 1522-2675
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 106
Issue 3
Article Number e202200182
Keywords Inorganic Chemistry; Organic Chemistry; Physical and Theoretical Chemistry; Drug Discovery; Biochemistry; Catalysis
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