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Site-Selective C-H Amination of Phenol-Containing Biomolecules.

ABSTRACT: A C-N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, and air tolerance and enables the appendance of phenothiazines and phenoxazines in phenol-like compounds. When incorporated into a Tb(III) metallopeptide, the Tyr-phenothiazine moiety acts as a sensitizer for the Tb(III) ion, providing a new tool for the design of luminescent probes.

SUBMITTER: Giron-Elola C

PROVIDER: S-EPMC10278169 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature

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Site-Selective C-H Amination of Phenol-Containing Biomolecules.

Girón-Elola Carlota C Sasiain Ibon I Sánchez-Fernández Rosalía R Pazos Elena E Correa Arkaitz A

Organic letters 20230607 23

A C-N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, and air tolerance and enables the appendance of phenothiazines and phenoxazines in phenol-like compounds. When incorporated into a Tb(III) metallopeptide, the Tyr-phenothiazine moiety acts as a sensitizer for the Tb(III) ion, providing a new tool for the design of luminescent ...[more]

PMID: 37284781

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