Highly Reactive Electrophilic Trifluoromethylating Reagent: Umemoto Reagent IV

The trifluoromethyl group is a strong electron-withdrawing group and it exhibits unique properties such as high electron negativity and hydrophobicity. As a result, efficient trifluoromethylating reagents are valuable in the research fields of bioactive compounds, agrochemicals and materials.¹⁾ Umemoto reagent IV is a new trifluoromethylating reagent developed by Umemoto et al.²⁾ Umemoto reagent IV is activated by trifluoromethoxy groups, strong electron-withdrawing groups, so that it has higher reactivity than a conventional series of Umemoto reagents. The trifluoromethylation of electron-deficient methylenes and nitrogen-containing aromatic rings proceeds with Umemoto reagent IV to give the corresponding target compounds according to the equations below.

Related Products

T4082

Umemoto Reagent IV

Related Product Category Pages

• Trifluoromethylation [Synthetic Reagents]

References

• 1) Introduction of Fluorine and Fluorine-Containing Functional Groups
  • T. Liang, C. N. Neumann, T. Ritter, Angew. Chem. Int. Ed. 2013, 52, 8214.
• 2) Synthesis and applications of S-(trifluoromethyl)-2,8-bis(trifluoromethoxy)dibenzothiophenium triflate (Umemoto reagent IV)
  • S. R. Mudshinge, G. B. Hammond, T. Umemoto, J. Fluor. Chem. 2022, 261-262, 110015.

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