Issue 30, 2023

Mediator-free electrochemical trifluoromethylation: a cascade approach for the synthesis of trifluoromethylated isoxazolines

Abstract

The developed methodology describes an environmentally benign protocol for electro-oxidative CF3-radical generation, followed by cascade cyclization fabricating an isoxazoline scaffold from a β,γ-unsaturated oxime. Consecutive C–O and C–C bond formations were achieved through this method featuring mild, robust, and scalable reaction conditions and broad substrate scope. Mechanistic studies revealed the necessity of anodic oxidation for the cascade process. Further conversion of the isoxazoline afforded other valuable derivatives.

Graphical abstract: Mediator-free electrochemical trifluoromethylation: a cascade approach for the synthesis of trifluoromethylated isoxazolines

Supplementary files

Article information

Article type
Communication
Submitted
16 Jan 2023
Accepted
16 Mar 2023
First published
16 Mar 2023

Chem. Commun., 2023,59, 4467-4470

Mediator-free electrochemical trifluoromethylation: a cascade approach for the synthesis of trifluoromethylated isoxazolines

K. Mahanty, S. K. Saha, A. Halder and S. De Sarkar, Chem. Commun., 2023, 59, 4467 DOI: 10.1039/D3CC00231D

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