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      Trifluoromethylation of aryl and heteroaryl halides

      , , , ,

      Tetrahedron

      Elsevier BV

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          Fluorine in medicinal chemistry.

          It has become evident that fluorinated compounds have a remarkable record in medicinal chemistry and will play a continuing role in providing lead compounds for therapeutic applications. This tutorial review provides a sampling of renowned fluorinated drugs and their mode of action with a discussion clarifying the role and impact of fluorine substitution on drug potency.
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            Fluorine in pharmaceuticals: looking beyond intuition.

            Fluorine substituents have become a widespread and important drug component, their introduction facilitated by the development of safe and selective fluorinating agents. Organofluorine affects nearly all physical and adsorption, distribution, metabolism, and excretion properties of a lead compound. Its inductive effects are relatively well understood, enhancing bioavailability, for example, by reducing the basicity of neighboring amines. In contrast, exploration of the specific influence of carbon-fluorine single bonds on docking interactions, whether through direct contact with the protein or through stereoelectronic effects on molecular conformation of the drug, has only recently begun. Here, we review experimental progress in this vein and add complementary analysis based on comprehensive searches in the Cambridge Structural Database and the Protein Data Bank.
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              The many roles for fluorine in medicinal chemistry.

               W Hagmann (2008)
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                Author and article information

                Journal
                Tetrahedron
                Tetrahedron
                Elsevier BV
                00404020
                March 2011
                March 2011
                : 67
                : 12
                : 2161-2195
                Article
                10.1016/j.tet.2011.01.002
                © 2011

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