Issue 11, 2025

Stabilized carbon radical-mediated three-component polyfluoroalkylation of amino acid derivatives

Abstract

A three-component protocol for polyfluoroalkylation of amino acid derivatives has been developed. Captodatively stabilized carbon radical-mediated radical carbon–carbon bond formation facilitates the assembly of amino acid derivatives, styrenes and readily available polyfluoroalkyl sources. Various perfluoroalkyl and polyfluoroalkyl groups are demonstrated to be applicable for the derivation of amino acid compounds. Benzofuran and indole derivatives can also serve as components to ligate fluoroalkyl groups and amino acid derivatives, providing the possibility for dearomative dialkylation of biorelevant fragments.

Graphical abstract: Stabilized carbon radical-mediated three-component polyfluoroalkylation of amino acid derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jan 2025
Accepted
11 Mar 2025
First published
12 Mar 2025

Org. Chem. Front., 2025,12, 3373-3379

Stabilized carbon radical-mediated three-component polyfluoroalkylation of amino acid derivatives

M. Tang, Y. Wang, S. Huang and L. Xie, Org. Chem. Front., 2025, 12, 3373 DOI: 10.1039/D5QO00208G

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