Electrochemistry Enables O-Arylation of Tyrosine with Aminoisoxazoles: Late-Stage Diversification of Peptides and Pharmaceuticals

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Authors: Shui Liu, Tao Shang, Meng-De Zeng, Hua Zhang, Meng Gao
Cited by: 3
References: 58

Abstract

) bonds between tyrosine and electron-deficient heteroaromatics. The method achieves site-specific O-heteroarylation of tyrosine-containing drug derivatives and peptides under mild conditions, providing the general platform for constructing tyrosine-electron-deficient heteroaromatic ether linkages. Mechanistic investigations, which included cyclic voltammetry (CV) and radical inhibition experiments, provide support for the proposed mechanism involving electrochemical generation of radical intermediates followed by radical-radical coupling.

Fields of Study & Subjects

Radical Photochemical Reactions Chemical Synthesis and Analysis Click Chemistry and Applications

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
10
Pages
3196–3201
Publication date
2 March 2026
Language
EN