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

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Pazos_Elena_2023_Site_selective_CH_amination_phenol_containing_biomolecules.pdf (2.01 MB)

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URI: http://hdl.handle.net/2183/37569
DOI: 10.1021/acs.orglett.3c01560

Publication date

2023-06-07

Authors

Girón-Elola, Carlota
Sasiain, Ibon
Sánchez-Fernández, Rosalía
Correa, Arkaitz

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Girón-Elola, C.; Sasiain, I.; Sánchez-Fernández, R.; Pazos, E.; Correa, A. Site-Selective C–H Amination of Phenol-Containing Biomolecules. Org. Lett. 2023, 25 (23), 4383–4387. https://doi.org/10.1021/acs.orglett.3c01560.

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Abstract

[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.

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https://doi.org/10.1021/acs.orglett.3c01560

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Atribución 3.0 España

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