2,2,2-Trifluoroethylation of Styrenes with Concomitant Introduction of a Hydroxyl Group from Molecular Oxygen by Photoredox Catalysis Activated by Visible Light.

A visible-light-induced C-3 selective trifluoroethylation of imidazoheterocycles using 1,1,1-trifluoro-2-iodoethane as trifluoroethyl radical sources was developed. The methodology enables the introduction of a trifluoroethyl group in a fast and efficient reaction under mild conditions with excellent regioselectivities and high functional group tolerance.

Regioselective 2,2,2‐Trifluoroethylation of Imidazopyridines by Visible Light Photoredox Catalysis.

Visible-Light-Induced Regio- and Stereoselective C(sp2)-H Trifluoroethylation of Enamides with 2,2,2-Trifluoroethyl Iodide.

TfOH-Promoted Transition-Metal-Free Cascade Trifluoroethylation/Cyclization of Organic Isothiocyanates by Phenyl(2,2,2-trifluoroethyl)iodonium Triflate

Highly electrophilic aryl(2,2,2-trifluoroethyl)iodonium triflates have been used for the first time as trifluoroethyl and aryl transfer reagents in Pd-catalyzed functionalization of arylboronic acids. Electron-rich arylboronic acids reacted with aryl(2,2,2-trifluoroethyl)iodonium triflates (2a–b) in CH3CN in the presence of Pd2(dba)3 and K3PO4 at room temperature to provide trifluoroethyl arenes in up to 82% yield, while the reactions of both electron-rich and -poor arylboronic acids with 2a–b in DMF in the presence of Pd[P(t-Bu)3]2 and Cs2CO3 at 40 °C afforded arylation products in up to 99% yield. This tunable protocol allows access to trifluoroethyl arenes or biaryls in good to excellent yields under mild conditions and without the addition of extra ligands.

Pd-catalyzed divergent trifluoroethylation and arylation of arylboronic acids by aryl(2,2,2-trifluoroethyl)iodonium triflates.

The title reaction provides a novel utilization of ozone-depleting/global-warming HCFCs as a new carbon–carbon cross-coupling model of various terminal alkynes by activating two inert C–Cl bonds successively. This protocol provided trifluoroethylated alkynes efficiently under mild reaction conditions and was compatible with a broad range of functional groups. An example of the synthesis of a terbinafine analogue is shown. Some mechanistic experiments including deuterated reagents and radical/SET inhibitors are described.

https://pubs.rsc.org/en/content/articlepdf/2015/qo/c5qo00210a

Cu-Mediated 2,2,2-trifluoroethylation of terminal alkynes using 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123)

Palladium-catalyzed allylation of trifluoromethylated ketene aminoacetals

The invention provides a trifluoro methyl compound as well as a preparation method and application thereof to pesticide. The invention specifically provides a trifluoro methyl compound as shown in formula 3, a method for preparing the trifluoro methyl compound by virtue of reaction of isocyanide as shown in formula 2 and trifluoro methyl tertiary halide as shown in formula I, as well as an application of the trifluoro methyl compound to the pesticide. (The formulas are shown in the description.).

Trifluoro methyl compound as well as preparation method and application thereof to pesticide

Cu‐Mediated 2,2,2‐Trifluoroethylation of Terminal Alkynes Using 1,1‐Dichloro‐2,2,2‐trifluoroethane (HCFC‐123).

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Cu-Mediated 2,2,2-trifluoroethylation of terminal alkynes using 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123)

Palladium-catalyzed allylation of trifluoromethylated ketene aminoacetals

Trifluoro methyl compound as well as preparation method and application thereof to pesticide

Cu‐Mediated 2,2,2‐Trifluoroethylation of Terminal Alkynes Using 1,1‐Dichloro‐2,2,2‐trifluoroethane (HCFC‐123).