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 |
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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. |
doi_str_mv | 10.1021/acs.orglett.3c01560 |
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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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