Fluorine organic compounds have been a predominant force of pharmaceutical chemistry for modern drug design, with an increasing amount of fluorine-containing compounds entering the market. Methodologies for fluorine atom incorporation into organic molecules are still challenging to date and thus represent an important research area. Deoxyfluorination serves as a useful tool for the construction of carbon–fluorine bonds in biologically active molecules by converting a common hydroxyl group into the corresponding fluoride. In this review, we have summarized and categorized deoxyfluorination reaction protocols developed over the last decade (2015–2024) by the structural type of C–O bond deoxyfluorination, including substrates like alcohols, phenols, ketones, aldehydes, and carboxylic acids.1 Introduction2 Deoxyfluorination of C(sp3)–O Bonds2.1 Alcohols2.2 Alcohol Derivatives3 Deoxyfluorination of C(sp2)–O Bonds3.1 Phenols3.2 Phenol Derivatives3.3 Aldehydes and Ketones3.4 Carboxylic Acids4 Conclusions