Fluoroalkylation Methods for Synthesizing Versatile Building Blocks

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  • Shintaro Kawamura
    RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198 , Japan
  • Mikiko Sodeoka
    RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198 , Japan

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<jats:title>Abstract</jats:title> <jats:p>In this account, we provide an overview of synthetic methods for accessing fluoroalkylated compounds via electrophilic fluoroalkylation, especially of alkenes, focusing mainly on our own studies directed towards the discovery of drugs and agrochemicals. First, we describe trifluoromethylations with Togni reagent 1 in the presence of catalysts or electron-donating additives, providing access to a wide range of fluoroalkylated molecules. We then cover fluoroalkylations using fluorinated acid anhydrides. We recently showed that these acid anhydrides enable alkene fluoroalkylation via the in-situ formation of diacyl peroxide, with or without the aid of copper catalysts, affording various fluoroalkyl group-containing molecules in a practical manner. We also present some examples of structural diversification of the products, illustrating their synthetic utility as building blocks, which could be widely applicable, for example, in the construction of fluoroalkylated compound libraries.</jats:p>

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