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• 887144-94-7 Togni's reagent II 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 75-72-9 chlorotrifluoromethane 

Relevant academic research and scientific papers

Copper and Zinc Copromoted Bromo(chloro)trifluoromethylation of Alkenes and Alkynes with Trifluoromethanesulfonic Anhydride

The first copper and zinc copromoted trifluoromethylation using trifluoromethanesulfonic anhydride (Tf2O) as a trifluoromethylating reagent has been developed. The reaction of alkenes or alkynes with Tf2O in the presence of CuX2 (X = Br, Cl), Zn powder, and 2,2′-bipyridine affords bromo(chloro)trifluoromethylated products in good yields. CuX2 plays a dual role as the catalyst and halide source, whereas 2,2′-bipyridine acts as both the activation reagent and ligand.

Chlorotrifluoromethylation of Terminal Olefins by Atom Transfer-Type Radical Reaction Catalyzed by Cobalt Complexes

A cobalt porphyrin-catalyzed chlorotrifluoromethylation reaction of olefins is described. The use of CF3SO2Cl as the CF3 radical source and a cobalt catalyst enabled the selective addition of CF3 radicals under thermal conditions. Various functional groups such as esters and Ar–X moieties, which can be reactive with low valent transition metal catalysts, were well-tolerated in this catalytic process. A highly functionalized alkaloid derivative was also tolerated as a substrate. As a demonstration of the bio-inspired catalytic system, catalytic usage of vitamin B12, which is the commercially available form of the natural cobalt porphyrinoid, was employed, and diastereoselective chlorotrifluoromethylation of the alkaloid molecule was achieved.

Bifunctional Metal-Organic Layer with Organic Dyes and Iron Centers for Synergistic Photoredox Catalysis

Here we report the design of a bifunctional metal-organic layer (MOL), Hf-EY-Fe, by bridging eosin Y (EY)-capped Hf6 secondary building units (SBUs) with Fe-TPY (TPY = 4′-(4-carboxyphenyl)[2,2′:6′,2′′-terpyridine]-5,5′′-dicarboxylate) ligands. With the organic dye EY as an efficient photosensitizer and TPY-Fe(OTf)2 as the catalytic center, Hf-EY-Fe efficiently catalyzes aminotrifluoromethylation, hydroxytrifluoromethylation, and chlorotrifluoromethylation of alkenes. Hf-EY-Fe also catalyzes the synthesis of CF3-substituted derivatives of large bioactive molecules such as rotenone, estrone, and adapalene with sizes of up to 2.2 nm. The proximity between EY and iron centers and their site isolation in Hf-EY-Fe enhance catalytic activity while inhibiting their mutual deactivation, leading to high turnover numbers of up to 1840 and good recyclability of the MOL catalyst.

Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals

The substitution of catalytic metals by p-block main elements has a tremendous impact not only in the fundamentals but also in the economic and ecological fingerprint of organic reactions. Here we show that few-layer black phosphorous (FL-BP), a recently

METHOD FOR PREPARING CHLOROTRIFLUOROMETHYLATED COMPOUND USING ORGANIC PHOTOCATALYST

The present invention relates to a method for preparing a chlorotrifluoromethylated compound using an organic photocatalyst. The method includes a step of irradiating visible light to a mixture containing an alkene compound represented by the following chemical Formula 2 and trifluoromethanesulfonyl chloride (CF_3SO_2Cl) in the present of eosin Y disodium represented by the following Chemical Formula 1 to obtain a compound represented by the following Chemical Formula 3. In Chemical Formulae 2 and 3, R represents a substituted or non-substituted alkyl, or a substituted or non-substituted aryl.COPYRIGHT KIPO 2020

Chlorotrifluoromethylation method of alkene compounds using photoredox catalysis and CF3SO2Cl

The present invention relates to a chlorotrifluoromethylation method of an alkene compound using a photoredox catalyst and CF_3SO_2Cl. According to the present invention, the chlorotrifluoromethylation method of an alkene compound only generates SO_2 as a byproduct with one step of reaction and provides a source of -Cl and -CF_3 which are significant functional groups in pharmaceutical chemistry at the same time while having excellent regioselectivity of substituting -Cl to the carbon with a higher order.(AA) Time(BB) Conversion by ^1H NMR(%)COPYRIGHT KIPO 2016

Copper-catalyzed intermolecular chloro- and bromotrifluoromethylation of alkenes

A highly practical copper-catalyzed intermolecular halotrifluoromethylation of alkenes has been developed under mild reaction conditions. A variety of Cl/Br-containing trifluoromethyl derivatives were directly synthesized from a wide range of alkenes, including electron-deficient and unactivated alkenes.

Vicinal difunctionalization of alkenes: Chlorotrifluoromethylation with CF3SO2Cl by photoredox catalysis

Photoredox-catalyzed vicinal chlorotrifluoromethylation of alkene is described. In the presence of Ru(Phen)3Cl2, CF 3SO2Cl was used as a source for the CF3 radical and chloride ion under visible light irradiation. Various terminal and internal alkenes were transformed to their vicinal chlorotrifluoromethylated derivatives. Biologically active compounds were applied under the condition to obtain desired products, suggesting that the method could be feasible for late-stage modification in drug discovery.

Copper-catalyzed oxidative trifluoromethylation of terminal alkenes using nucleophilic CF3SiMe3: Efficient C(sp3)-CF 3 bond formation

An efficient C(sp3)-CF3 bond-forming reaction via Cu-catalyzed oxidative trifluoromethylation of terminal alkenes has been developed, which proceeds under mild conditions using readily available, less expensive CF3SiMe3 as the source of the CF3 group. This method allows access to a variety of trifluoromethylated allylic compounds.