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Nucleophilic fluorination is one of the fundamental reactions in organic chemistry, as well as a convenient tool for the synthesis of fluorinated building blocks with a potential biological activity. In this minireview, diethylaminosulfur trifluoride (DAST) mediated reactions leading to valuable building blocks and bioactive compounds will be discussed. We focused on results that have been published since 2010. Transformation of βamino alcohols, heterocyclic frameworks synthesis, as well as rearrangement reactions have been described in detail.

The search for new methods for installation of fluorine atoms into organic molecules is still a widely studied issue. In this work, an efficient synthetic protocol for the synthesis of fluorine‐containing amides derived from sugar has been presented. This approach involved the Claisen rearrangement of previously obtained fluorinated vinyl ethers. The three fluorinated olefins: 1,1,3,3,3‐pentafluoroprop‐1‐ene (2H‐PFP), 1,2,3,3,3‐pentafluoroprop‐1‐ene (1H‐PFP) and hexafluoroprop‐1‐ene (HFP) were used as a source of fluorine. New compounds were characterized by 1H, 19F and 13C NMR spectroscopy and high resolution mass spectrometry. The X‐ray crystal structures of some fluorinated derivatives were obtained confirming structure, geometry and absolute configuration. The resulting molecules, due to possibility of further transformation of their functional groups, can be valuable fluorinated scaffolds for the synthesis of subsequent chemical compounds.

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A new convenient synthetic procedure for the preparation of tri- and tetrafluoropropanamides derived from sugars has been described.