351-61-1

Usage

InChI:InChI=1/C8H8F3N/c9-8(10,11)6-12-7-4-2-1-3-5-7/h1-5,12H,6H2

Upstream product

• 75-88-7 1,1,1-trifluoro-2-chloroethane 
• 62-53-3 aniline 
• 1588-25-6 Trifluoracetaldehyd-phenylimin 
• 67-56-1 methanol 
• 55204-33-6 N-methyl-N-(2,2,2-trifluoroethyl)-aniline 
• 86099-79-8 2-cyclohexanone 
• 100422-07-9 2,2,2-trifluoroethyl(phenyl)iodonium trifluoromethanesulfonate 
• 1005385-45-4 N-(2,2,2-trifluoro-1-methoxyethyl)aniline 
• 6226-25-1 2,2,2-trifluoroethyl trifluoromethanesulphonate 
• 103-70-8 Formanilid 
• 373-88-6 2,2,2-trifluroethylamine hydrochloride 
• 753-90-2 trifluoroethylamine 
• 98-80-6 phenylboronic acid 
• 1547-96-2 2,4,6-tris(2,2,2-trifluoroethoxy)-1,3,5-triazine 

Downstream Products

• 324-48-1 3-[N-(2,2,2-trifluoro-ethyl)-anilino]-propan-1-ol 
• 86099-79-8 2-cyclohexanone 
• 1158918-62-7 6-Chloro-N-phenyl-N-(2,2,2-trifluoroethyl)pyrimidine-4-carboxamide 
• 1404508-97-9 C₁₀H₁₀F₃NO₂S 
• 50885-36-4 2-Fluoro-N-{2-[phenyl-(2,2,2-trifluoro-ethyl)-amino]-ethyl}-benzamide 

Relevant academic research and scientific papers

Iron porphyrin-catalyzedN-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution

An iron porphyrin-catalyzedN-trifluoroethylation of anilines has been developed with 2,2,2-trifluoroethylamine hydrochloride as the fluorine source. This one-pot N-H insertion reaction is conductedviacascade diazotization/N-trifluoroethylation reactions.

NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds

Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.

Direct N-Alkylation/Fluoroalkylation of Amines Using Carboxylic Acids via Transition-Metal-Free Catalysis

A scalable protocol of direct N-mono/di-alkyl/fluoroalkylation of primary/secondary amines has been constructed with various carboxylic acids as coupling agents under the catalysis of a simple air-tolerant inorganic salt, K3PO4. Advantageous features include 100 examples, 10 drugs and drug-like amines, fluorinated complex tertiary amines, gram-scale synthesis and isotope-labelling amine, thus demonstrating the potential applicability in industry of this methodology. The involvement of relatively less reactive silicon-hydride compared with the traditional reactive metal-hydride or boron-hydride species required to reduce the amide intermediates presumably contributes to the remarkable functional group compatibility. (Figure presented.).

PREPARATION OF SECONDARY AMINES WITH ELECTROPHILIC N-LINCHPIN REAGENTS

In one aspect, the present disclosure provides methods of preparing a secondary amine. In some embodiments, the secondary amine comprises two different groups or two identifical groups. Also provided herein are compositions for use in the preparation of the secondary amine.

Method of catalyzing trifluoro-ethylation of aromatic primary amine by ferriporphyrin

The invention provides a method of catalyzing trifluoro-ethylation of aromatic primary amine by ferriporphyrin. The method comprises the following steps: adding trifluoroethylamine salt and nitrite toa diazo-reaction first and then adding aromatic primary

Cu-Catalyzed/mediated synthesis of N-fluoroalkylanilines from arylboronic acids: fluorine effect on the reactivity of fluoroalkylamines

An oxidative coupling reaction of fluoroalkylamines with arylboronic acids has been achieved for the first time. Fluorine has profound influence on the reactivity and fluoroalkylated amines have the following reactivity trend: difluoroethylamine > trifluo

Transition metal-free: N -fluoroalkylation of amines using cyanurate activated fluoroalcohols

A novel and highly efficient method for N-fluoroalkylation of amines using 2,4,6-tris(fluoroalkoxy)-1,3,5-triazines was developed. This simple approach allowed the N-fluoroalkylation of amines under fast, mild and efficient reaction conditions, without using a transition metal as a catalyst.

Silver(I)-Catalyzed N-Trifluoroethylation of Anilines and O-Trifluoroethylation of Amides with 2,2,2-Trifluorodiazoethane

A straightforward N-trifluoroethylation of anilines has been developed based on silver-catalyzed N￡H insertions with 2,2,2-trifluorodiazoethane (CF3CHN2). Mechanistically, the reaction is proposed to involve migratory insertion of a silver carbene as the key step. In contrast, when amides are employed as the substrates under similar reaction conditions, O-trifluoroethylation occurs to afford trifluoroethyl imidates.

Boron-Catalyzed N-Alkylation of Amines using Carboxylic Acids

A boron-based catalyst was found to catalyze the straightforward alkylation of amines with readily available carboxylic acids in the presence of silane as the reducing agent. Various types of primary and secondary amines can be smoothly alkylated with good selectivity and good functional-group compatibility. This metal-free amine alkylation was successfully applied to the synthesis of three commercial medicinal compounds, Butenafine, Cinacalcet. and Piribedil, in a one-pot manner without using any metal catalysts.

Direct catalytic N-alkylation of amines with carboxylic acids

A straightforward process for the N-alkylation of amines has been developed applying readily available carboxylic acids and silanes as the hydride source. Complementary to known reductive aminations, effective C-N bond construction proceeds under mild conditions and allows obtaining a broad range of alkylated secondary and tertiary amines, including fluoroalkyl-substituted anilines as well as the bioactive compound Cinacalcet HCl.