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Recent advances in decarboxylative trifluoromethyl(thiol)ation of carboxylic acids

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Abstract In recent years CF3- and SCF3-substituted organic compounds have attracted strong interest in medicinal chemistry due to their wide spectrum of biological and pharmacological properties. These classes of fluorine-containing… Click to show full abstract

Abstract In recent years CF3- and SCF3-substituted organic compounds have attracted strong interest in medicinal chemistry due to their wide spectrum of biological and pharmacological properties. These classes of fluorine-containing compounds have also found a number of applications in agricultural chemistry and materials science. As a result of these, great efforts have been made in developing convenient and truly efficient strategies towards the synthesis of titled compounds. Recently, decarboxylative trifluoromethyl(thiol)ation of carboxylic acids has become a general and powerful tool for C CF3 and C SCF3 bonds formation. A significant advantage of this procedure is that it uses abundant and inexpensive carboxylic acids as structurally diverse starting materials. Moreover, the only traceless byproduct is CO2, which is non-flammable, nontoxic, and easily removed from the reaction medium. This review will highlight recent explorations and developments in this new page of (S)CF3-substituted compounds synthesis, with a particular focus on the mechanistic aspects of the reactions.

Keywords: trifluoromethyl thiol; decarboxylative trifluoromethyl; thiol ation; ation carboxylic; carboxylic acids; chemistry

Journal Title: Journal of Fluorine Chemistry
Year Published: 2019

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