Issue 12, 2021

Monofluorinated 5-membered rings via fluoromethylene transfer: synthesis of monofluorinated isoxazoline N-oxides

Abstract

The synthesis of five-membered rings using fluoromethylene transfer chemistry is an attractive method for building fluorinated products of high value. This work demonstrates for the first time that one-fluorine-one-carbon modification of a substrate could be a viable strategy to access monofluorinated five-membered rings. The synthetic methodology was developed to access monofluorinated isoxazoline-N-oxides in one step starting from substituted 2-nitroacrylates using fluoromethylsulfonium reagents.

Graphical abstract: Monofluorinated 5-membered rings via fluoromethylene transfer: synthesis of monofluorinated isoxazoline N-oxides

Supplementary files

Article information

Article type
Paper
Submitted
12 Feb 2021
Accepted
26 Feb 2021
First published
26 Feb 2021

Org. Biomol. Chem., 2021,19, 2688-2691

Monofluorinated 5-membered rings via fluoromethylene transfer: synthesis of monofluorinated isoxazoline N-oxides

A. Sperga, A. Kazia and J. Veliks, Org. Biomol. Chem., 2021, 19, 2688 DOI: 10.1039/D1OB00270H

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