Issue 11, 2024

Catalyst-free decarboxylative cross-coupling of N-hydroxyphthalimide esters with tert-butyl 2-(trifluoromethyl)acrylate and its application

Abstract

Here, we demonstrate a practical method toward the facile synthesis of CF3-containing amino acids through visible light promoted decarboxylative cross-coupling of a redox-active ester with tert-butyl 2-(trifluoromethyl)acrylate. The reaction was driven by the photochemical activity of electron donor–acceptor (EDA) complexes that were formed by the non-covalent interaction between a Hantzsch ester and a redox-active ester. The advantages of this protocol are its synthetic simplicity, rich functional group tolerance, and a cost-effective reaction system.

Graphical abstract: Catalyst-free decarboxylative cross-coupling of N-hydroxyphthalimide esters with tert-butyl 2-(trifluoromethyl)acrylate and its application

Supplementary files

Article information

Article type
Paper
Submitted
25 Dec 2023
Accepted
15 Feb 2024
First published
15 Feb 2024

Org. Biomol. Chem., 2024,22, 2279-2283

Catalyst-free decarboxylative cross-coupling of N-hydroxyphthalimide esters with tert-butyl 2-(trifluoromethyl)acrylate and its application

R. Li, S. Yin, L. Xie, X. Li, J. Jia, L. Zhao and C. He, Org. Biomol. Chem., 2024, 22, 2279 DOI: 10.1039/D3OB02103C

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