Monofluorinated 5-Membered Ringsviafluoromethylene Transfer: Synthesis of Monofluorinated Isoxazolinen-Oxides

Organic and Biomolecular Chemistry 2021
A Sperga, A Kazia, Jānis Veliks

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.

Keywords
Carbon modification; Five-membered rings; Fluorinated products; Isoxazolines; N-Oxides; Synthetic methodology; Transfer chemistry
DOI
10.1039/d1ob00270h
Hyperlink
https://pubs.rsc.org/en/content/articlelanding/2021/OB/D1OB00270H

Sperga, A., Kazia, A., Veliks, J. Monofluorinated 5-Membered Ringsviafluoromethylene Transfer: Synthesis of Monofluorinated Isoxazolinen-Oxides. Organic and Biomolecular Chemistry, 2021, Vol. 19, No. 12, pp.2688-2691. ISSN 1477-0520. Available from: doi:10.1039/d1ob00270h

Publication language
English (en)