130612-75-8

Upstream product

• 100-66-3 methoxybenzene 
• 199381-84-5 2,2,2-trifluoroethyl t-butyl sulfoxide 
• 696-63-9 4-Methoxybenzenethiol 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 14897-48-4 S-(2,2,2-trifluoroethyl) ethanethioate 
• 696-62-8 para-iodoanisole 
• 143827-63-8 cinnamyl(4-methoxyphenyl)sulfane 
• 373-88-6 2,2,2-trifluroethylamine hydrochloride 
• 37780-82-8 4-methoxyphenyl allyl sulfide 
• 75-89-8 2,2,2-trifluoroethanol 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 306-83-2 1,1,1-trifluoro-2,2-dichloroethane 
• 433-06-7 2,2,2-Trifluoroethyl p-toluenesulfonate 

Downstream Products

• 134024-35-4 p-methoxyphenyl 1-methoxy-2,2,2-trifluoroethyl sulfide 
• 130612-78-1 p-Methoxyphenyl 1,2,2,2-tetrafluoroethyl sulfide 

Relevant academic research and scientific papers

Trifluoroethyl sulfenylation or sulfinylation with 2,2,2-trifluoroethyl t-butyl sulfoxide

Treatment of 2,2,2-trifluoroethyl-t-butyl sulfoxide 8 under acylating conditions, in the presence of various alkenes or 1-hexyne gives β-trifluoroacetoxy trifluoroethyl thioethers in good yields. Activated aromatic compounds furnish ortho and mainly para-

Synthesis of aryl 2,2,2-trifluoroethyl sulfides

Aryl 2,2,2-trifluoroethyl sulfides were synthesized by copper(I)-catalyzed nucleophilic aromatic substitution reaction (Goldberg-Ullmann coupling). The method requires aryl iodides and 2,2,2-trifluoroethyl thioacetate as starting materials, benzylamine as solvent and base, and copper(I) bromide as a catalyst. The reaction mixture was stirred at 110 °C for 6 h under inert atmosphere to afford the targeted aryl 2,2,2-trifluoroethyl sulfides in moderate to good yield.

Hemin Catalyzed Dealkylative Intercepted [2, 3]-Sigmatropic Rearrangement Reactions of Sulfonium Ylides with 2, 2, 2-Trifluorodiazoethane

A dealkylative intercepted [2, 3]-sigmatropic rearrangement reaction of allylic sulfides with 2, 2, 2-trifluorodiazoethane (CF3CHN2) is reported, the commercially available and biocompatible catalyst hemin was found to efficiently catalyze this transformation across a diverse set of allylic sulfides with in situ generated CF3CHN2, providing excellent yields (up to 99%) under mild condition without inert gas protection. In addition, CF3CHN2 exhibited unique reactivity toward this process compared with other frequently used diazo reagents. This work expands the range of carbene-mediated transformations catalyzed by hemin and introduces a concise and general strategy for exploiting new possibility of reactions concerning organosulfides. (Figure presented.).

New sulfuryl fluoride-derived alkylating reagents for the 1,1-dihydrofluoroalkylation of thiols

Herein, we report a new method for the one-pot synthesis of 1,1-dihydrofluoroalkyl sulfides by bubbling sulfuryl fluoride (SO2F2) through a solution of the corresponding alcohol and thiol. The reaction proceeds through a new class of bis(1,1-dihydrofluoroalkyl) sulfate reagents, to afford the desired 1,1-dihydrofluoroalkyl sulfides in 55-90% isolated yields. The bis(1,1-dihydrofluoroalkyl) sulfates are highly chemoselective for thiol alkylation, and are unreactive with competing, unprotected nucleophiles, including amines, alcohols, and carboxylic acids.

Copper-Catalyzed 2,2,2-Trifluoroethylthiolation of Aryl Halides

Herein, a copper-catalyzed 2,2,2-trifluoroethylthiolation reaction of aryl bromides and iodides with elemental sulfur, and 1,1,1-trifluoro-2-iodoethane is described. The reaction showed excellent functional group tolerance and allowed the synthesis of various substituted aryl 2,2,2-trifluoroethyl thioethers with good to excellent yields. This transformation constitutes a one-pot synthesis of 2,2,2-trifluoroethylthiolated compounds from inexpensive, readily available starting materials. Utility of the protocol was further demonstrated in the late-stage synthesis of the pirfenidone derivative. The copper thiolate species were prepared and proposed as key intermediates in the catalytic cycle.

Method for carrying out catalytic synthesis on arene 2,2,2-trifluoro-ethyl sulfide through copper

The invention discloses a method for carrying out catalytic synthesis on arene 2,2,2-trifluoro-ethyl sulfide through copper. The method includes the steps that copper iodide is adopted as a catalyst, diimine is adopted as a bidentate ligand, arene halogen, powdered sulfur and 2,2,2-trifluoro-ethyl iodide are adopted as reactants, sodium borohydride is adopted as a reducing agent, stirring is conducted for 1-24 hours at the temperature of 80 DEG C to 95 DEG C in an N,N-dimethyl formamide solvent, aftertreatment is conducted on reaction liquid after the reaction is completed, and the arene 2,2,2-trifluoro-ethyl sulfide compound is obtained. The synthesis method has the advantages that the catalyst is low in price, easy to obtain and low in toxicity, the raw materials are easy to obtain, operation is easy and convenient, and the universality of functional groups is good.

Copper-Catalyzed Insertion into Heteroatom-Hydrogen Bonds with Trifluorodiazoalkanes

Copper-catalyzed Si-H, B-H, P-H, S-H, and N-H insertion reactions of 2,2,2-trifluoro-1-diazoethane and 1-aryl 2,2,2-trifluorodiazoethanes generated a large number of new fluorine-containing chemical entities for medicinal chemists. With selected Si-H and

Copper-mediated radical cross-coupling reaction of 2,2-dichloro-1,1,1- trifluoroethane (HCFC-123) with phenols or thiophenols

A copper-mediated cross-coupling reaction between HCFC-123 and phenols or thiophenols has been achieved. It is found that diethyl amine, which serves as both the activator and ligand of copper, plays a key role in this reaction. Two possible radical involved processes are proposed for the reaction mechanism.

Electrolytic reactions of fluoro organic compounds. 8. Further study on anodic methoxylation and acetoxylation of aryl fluoroalkyl sulfides

Anodic α-methoxylation and α-acetoxylation of substituted phenyl 2,2.2-trifluoroethyl sulfides and various fluoroalkyl phenyl sulfides were studied from both synthetic and mechanistic aspects. These anodic reactions were greatly affected by both substituent groups at the benzene ring and fluoroalkyl groups. Electron-donating substituents interfered with the reactions significantly. Strong electron-withdrawing perfluoroalkyl groups(CnFn+1: N = 1-3) remarkably promoted these anodic substitutions while difluoro- and monofluoromethyl groups showed much less substitution.