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Diethylaminosulfur Trifluoride (DAST) Mediated Transformations Leading to Valuable Building Blocks and Bioactive Compounds

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 41, Pages 5585-5604

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202101027

Keywords

Bioactive compounds; DAST mediated transformations; Fluorination; Neighboring group participation; Rearrangement reactions

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This minireview focuses on nucleophilic fluorination reactions mediated by diethylaminosulfur trifluoride (DAST) and their applications in synthesizing valuable building blocks and bioactive compounds. Various transformations, including beta-amino alcohols, heterocyclic frameworks synthesis, and rearrangement reactions, are discussed in detail based on literature published since 2010.
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 beta-amino alcohols, heterocyclic frameworks synthesis, as well as rearrangement reactions have been described in detail.

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