Ring-Opening Fluorination of Carbo/Heterocycles and Aromatics: Construction of Complex and Diverse Fluorine-Containing Molecules

Chem Rec. 2023 Sep;23(9):e202200281. doi: 10.1002/tcr.202200281. Epub 2023 Jan 5.

Abstract

Fluorine-containing molecules have attracted much attention in medicinal, agrochemical, and materials sciences because they offer unique physical and biological properties. Therefore, many efficient fluorination reactions have been developed over the years. Recent advancements in fluorination chemistry have expanded the range of substrates, and regioselectivity/stereoselectivity control has also been achieved. Ring-opening fluorination is an efficient method to construct complex fluorine-containing molecules with diversity, starting from simple cyclic compounds. This review aims to summarize developments in ring-opening fluorination, particularly with larger-sized cyclic compounds. Fluorine introduction and bond cleavage of cyclic compounds such as carbocycles, heterocycles, and aromatics provide efficient access to fluorine-containing compounds that are difficult to be synthesized by conventional methods.

Keywords: Aromatic Compounds; Cyclic Compounds; Fluorination; Ring-opening Reaction; Skeletal Transformation.

Publication types

  • Review