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

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 phenoxazi...

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Veröffentlicht in:Organic letters 2023-06, Vol.25 (23), p.4383-4387
Hauptverfasser: Girón-Elola, Carlota, Sasiain, Ibon, Sánchez-Fernández, Rosalía, Pazos, Elena, Correa, Arkaitz
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container_end_page 4387
container_issue 23
container_start_page 4383
container_title Organic letters
container_volume 25
creator Girón-Elola, Carlota
Sasiain, Ibon
Sánchez-Fernández, Rosalía
Pazos, Elena
Correa, Arkaitz
description 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.
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subjects Amination
Letter
Oxidative Coupling
Phenol
Phenols
title Site-Selective C–H Amination of Phenol-Containing Biomolecules
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