Taming of Fluoroform: Direct Nucleophilic Trifluoromethylation of Si, B, S, and C Centers

@article{Prakash2012TamingOF,
  title={Taming of Fluoroform: Direct Nucleophilic Trifluoromethylation of Si, B, S, and C Centers},
  author={G. K. Surya Prakash and Parag V. Jog and Patrice T D Batamack and George A. Olah},
  journal={Science},
  year={2012},
  volume={338},
  pages={1324 - 1327}
}
CF3 from Fluoroform Fluoroform (CF3H) is a by-product from the manufacture of fluorocarbon-based materials used, for example, in nonstick coatings and refrigerants. Fluoroform's potency as a greenhouse gas is a growing concern as supplies continue to accumulate. In this context, Prakash et al. (p. 1324; see the Perspective by Haufe) show that fluoroform can be used to transfer CF3 to silicon, sulfur, and carbon centers in the development of CF3-bearing pharmaceutical and agrochemical structures… Expand
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Direct nucleophilic trifluoromethylation using fluoroform: a theoretical mechanistic investigation and insight into the effect of alkali metal cations
Prakash and co-workers recently reported a direct trifluoromethylation of Si, B, S, and C centers using fluoroform (CF3H) and dramatic effects of alkali metal salts of hexamethyldisilazane in this… Expand
Sandmeyer trifluoromethylation of arenediazonium tetrafluoroborates.
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Substantial progress has recently been made in the development of trifluoromethylation reactions that allow the selective introduction of CF3 groups into functionalized, late-stage synthetic intermediates. Expand
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Organocatalyzed Trifluoromethylation of Ketones and Sulfonyl Fluorides by Fluoroform under a Superbase System
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This new catalytic methodology using HCF3 is expected to expand the range of synthetic applications of trifluoromethylation to include biologically important aryl triflones in THF or DMF in good yields. Expand
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Abstract Fluoroform is used as a source of difluorocarbene to convert various N-, O-, and C-nucleophiles to their difluoromethylated derivatives. Imidazole, benzimidazole, benztriazole,… Expand
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Scalable Continuous Flow Process for the Synthesis of Eflornithine Using Fluoroform as Difluoromethyl Source
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Fluoroalkylation reactions in aqueous media: a review
This review highlights the progress of aqueous fluoroalkylation over the past few decades. Fluorine-containing functionalities are important design elements in new pharmaceuticals, agrochemicals, and… Expand
Trifluoromethylation of aryl and heteroaryl halides with fluoroform-derived CuCF3: scope, limitations, and mechanistic features.
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The fluoroform-derived CuCF3 reagent and its reactions with haloarenes provide an unmatched combination of reactivity, selectivity, and low cost. Expand
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