C-H radiocyanation of bioactive molecules via sequential iodination/copper-mediated cross-coupling.

ABSTRACT: This report describes a net C-H radiocyanation reaction for the transformation of electron rich (hetero)aromatic substrates into 11CN-labeled products. Electrophilic C(sp2)-H iodination of the (hetero)arene with N-iodosuccinimide is followed by Cu-mediated radiocyanation with K11CN. This sequence is applied to a variety of substrates, including the nucleobases uracil and cytosine, the amino acids tyrosine and tryptophan, and the peptide LYRAGWRAFS, which undergoes selective C-H radiocyanation at the tryptophan (W) residue.

SUBMITTER: Horikawa M 

PROVIDER: S-EPMC10631240 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature