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Trifluoromethylation : ウィキペディア英語版 | Trifluoromethylation Trifluoromethylation in organic chemistry describes any organic reaction that introduces a trifluoromethyl group in an organic compound. Trifluoromethylated compounds are of some importance in pharma and agrochemicals. Several notable pharmaceutical compounds have a trifluoromethyl group incorporated: fluoxetine, mefloquine, Leflunomide, nulitamide, dutasteride, bicalutamide, aprepitant, celecoxib, fipronil, fluazinam, penthiopyrad, picoxystrobin, fluridone, norflurazon, sorafenib and triflurazin. A relevant agrochemical is trifluralin The development of synthetic methods for adding trifluoromethyl groups to chemical compounds is actively pursued in academic research. ==History== The first to investigate trifluoromethyl groups in relationship to biological activity was F. Lehmann in 1927.〔Lehmann, F. "Chemical constitution and activity. Aromatic fluorine compounds." Arch. exp. Pathol. Pharmakol 130 (1928): 250-255.〕 An early review appeared in 1958. An early synthetic method was developed by Frédéric Swarts in 1892, based on antimony fluoride. In this reaction benzotrichloride was reacted with SbF3 to form PhCF2Cl and PhCF3. In the 1930s Kinetic Chemicals and IG Farben replaced SbF3 with HF. The McLoughlin-Thrower reaction (1968) is an early coupling reaction using iodofluoroalkanes, iodoaromatic compounds and copper. In 1969 Kobayashi & Kumadaki adapted their protocol for trifluoromethylations.
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