Site-Selective C–H Amination of Phenol-Containing Biomolecules
Carlota Girón-Elola, Ibon Sasiain, Rosalía Sánchez‐Fernández, Elena Pazos, Arkaitz Correa
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.
Topics & Concepts
ChemistryPhenothiazineMoietyAminationPhenolCombinatorial chemistryBiomoleculeOrganic chemistryBiochemistryCatalysisMedicinePharmacologyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and Activities