Issue 5, 2023

Transition metal-free electrochemical fluorotrifluoromethylation of Styrenes

Abstract

An environmentally friendly electrochemical fluorotrifluoromethylation of styrenes was developed via the tandem processes of electro-oxidation and radical and nucleophilic addition. By using commercial CF3SO2Na and Et3N·3HF as the CF3 and F sources, respectively, a series of potentially bio-active multi-site F-containing compounds were obtained in moderate to good yields. This fluorotrifluoromethylation strategy is catalyst- and oxidant-free, and demonstrates mild conditions and high step economy features. In addition, several analytical methods, including cyclic voltammetry and control experiments, were conducted to investigate a reasonable reaction mechanism.

Graphical abstract: Transition metal-free electrochemical fluorotrifluoromethylation of Styrenes

Supplementary files

Article information

Article type
Research Article
Submitted
09 Dec 2022
Accepted
18 Jan 2023
First published
20 Jan 2023

Org. Chem. Front., 2023,10, 1283-1288

Transition metal-free electrochemical fluorotrifluoromethylation of Styrenes

Y. Lu, Z. Liu, C. Liu, Y. Wu, L. Li, S. Liu, H. Wang, W. Gao, Z. Liu and J. Chen, Org. Chem. Front., 2023, 10, 1283 DOI: 10.1039/D2QO01947G

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