7119-09-7

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 67205-73-6 2-(4-bromophenyl)-1-(4-methoxyphenyl)-1-ethanone 
• 77152-08-0 trifluoromethylcopper(I) 
• 118520-70-0 1-copper(I) (4-bromophenyl)ethyne 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 887144-97-0 Togni's reagent 

Downstream Products

• 950-04-9 4-(3,3,3-trifluoroprop-1-ynyl)benzoic acid 
• 7211-83-8 4-(3,3,3-Trifluor-prop-1-inyl)-benzoesaeureazid 
• 7119-16-6 1-<4-Amino-phenyl>-3,3,3-trifluor-propan-1-on 
• 7119-18-8 4-Dimethylamino-4'-<3,3,3-trifluor-propionyl>-azobenzol 
• 1111072-22-0 (E)-1-bromo-4-(3,3,3-trifluoro-1-iodoprop-1-enyl)benzene 
• 13541-18-9 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one 

Relevant academic research and scientific papers

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.

Diverse copper(iii) trifluoromethyl complexes with mono-, bi- and tridentate ligands and their versatile reactivity

Cu(iii) trifluoromethyl complexes are proposed as essential intermediates for many copper-promoted trifluoromethylation reactions, but remain elusive and scarcely explored. We report herein the isolation and spectroscopic and X-ray crystallographic charac

Domino Hydroboration/Trifluoromethylation of Alkynes Using Fluoroform-Derived [CuCF3]

A domino hydroboration/trifluoromethylation (formal hydrotrifluoromethylation) of alkynes using the fluoroform-derived [CuCF3] reagent is achieved. Synthetically useful (E)-alkenyl-CF3 building blocks and 1,1-bis(trifluoromethyl)-substituted alkenes can be prepared under ambient conditions in one pot/one step from alkynes. The ultimate source of CF3 is the inexpensive industrial waste fluoroform.

Synthesis of (Z)-α-Trifluoromethyl Alkenyl Triflate: A Scaffold for Diverse Trifluoromethylated Species

An efficient method for the synthesis of (Z)-selective α-trifluoromethyl alkenyl triflates is described. As an important fluorinated building block, it is utilized successfully for the synthesis of various trifluoromethyl derivatives such as diarylethylen

Fluoroform-Derived CuCF3 for Trifluoromethylation of Terminal and TMS-Protected Alkynes

An efficient trifluoromethylation reaction of alkynes using a fluoroform-derived CuCF3 reagent is described. The CF3 source is the inexpensive industrial waste fluoroform (CF3H). The air-stable CuCF3 reagent can be prepared in large quantities and is convenient to use. Synthetically useful trifluoromethylated alkynes containing a wide range of functional groups were successfully synthesized under mild conditions. Both terminal and TMS-protected alkynes gave the products in one step. The beneficial effect of a diamine ligand tetramethylethylenediamine (TMEDA) with the fluoroform-derived CuCF3 reagent was also demonstrated.

Practical methods for the synthesis of trifluoromethylated alkynes: Oxidative trifluoromethylation of copper acetylides and alkynes

Two practical and complementary methods are reported for the synthesis of trifluoromethylated alkynes. The first one, a mix-and-stir process, is based on the oxidative trifluoromethylation of readily available and bench-stable copper acetylides while the second one, which displays a broad substrate scope and has several advantages over existing procedures, is based on the oxidative copper-catalyzed direct trifluoromethylation of terminal alkynes. Both reactions provide user-friendly processes for the synthesis of trifluoromethylated acetylenes which can be easily obtained from readily available starting materials.

Copper-mediated trifluoromethylation of terminal alkynes by S-(trifluoromethyl)diarylsulfonium salt

The copper-mediated trifluoromethylation of terminal alkynes with S-(trifluoromethyl)diarylsulfonium salt has been carefully investigated. The reactions proceeded smoothly to afford trifluoromethylated acetylenes in moderate to good yields. This approach is a convenient method to synthesize a variety of functional trifluoromethylated acetylenes. A convenient method for the trifluoromethylation of a variety of terminal alkynes with S-(trifluoromethyl)diarylsulfoniumtriflate in the presence of copper iodide was described. The reactions proceeded smoothly under mild condition to give the desired product in moderate to good yields. Copyright

Mild copper-catalyzed trifluoromethylation of terminal alkynes using an electrophilic trifluoromethylating reagent

A catalytic process for trifluoromethylation of terminal alkynes with Togni's reagent has been developed, affording trifluoromethylated acetylenes in good to excellent yields. The reaction is conducted at room temperature and exhibits tolerance to a range

An improved copper-mediated oxidative trifluoromethylation of terminal alkynes

An improved method for the efficient copper-mediated trifluoromethylation of terminal alkynes has been developed. This protocol highlights the convenient access to a variety of aryl-substituted trifluoromethylated alkynes by oxidative trifluoromethylation

Copper-mediated aerobic oxidative trifluoromethylation of terminal alkynes with Me3SiCF3

An efficient copper-mediated trifluoromethylation of terminal alkynes with nucleophilic trifluoromethylating reagent (Me3SiCF3) was developed. Both aromatic alkynes and aliphatic alkynes were effective, and a variety of functionalities such as amino, -OMe, -CO2Et, -Br, and -NO2 were tolerated under the reaction conditions. This reaction provides a general, straightforward, and practically useful method to prepare trifluoromethylated acetylenes.