6442-87-1

Upstream product

• 92076-92-1 (-)-N-(trifluoroacetyl)prolyl chloride 
• 123-75-1 pyrrolidine 
• 383-63-1 ethyl trifluoroacetate, 
• 407-25-0 trifluoroacetic anhydride 
• 111185-41-2 1-(2,5-dihydro-1H-pyrrol-1-yl)-2,2,2-trifluoroethanone 
• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 75-89-8 2,2,2-trifluoroethanol 

Downstream Products

• 124211-72-9 2,2,2-trifluoro-1-(4-isopropylphenyl)ethan-1-one 
• 340-04-5 1-phenyl-2,2,2-trifluoromethylethanol 

Relevant academic research and scientific papers

Gas-phase dynamic NMR study of the internal rotation in N-trifluoroacetylpyrrolidine

The barrier to the internal rotation around the C-N bond in N-trifluoroacetylpyrrolidine (TFAPYR) was characterized using dynamic NMR spectroscopy. Kinetic parameters, ΔG?298 = 71.4(1.2) kJ mol-1, ΔH? = 67.9(1.4) kJ mol-1, and ΔS? = -11.8(4.0) J mol-1), were found to be lower in the gas phase than in solution. The pyrrolidine ring substituent in TFAPYR reduces the bulkiness around the C-N amide bond, stabilizing the ground state and increasing the value of the internal rotation barrier, ΔG?298, compared to N,N-dimethyland N,N-diethyltrifluoroacetamide. The magnitude of ΔG?298 in TFAPYR is also comparable to that found in primary amide bonds in peptides, emphasizing the importance of having a relatively small energy difference between cis and trans conformations in proline's role as a switch in protein signaling.

Electrochemical approach to trifluoroacetamide synthesis from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) catalyzed by B12complex

One-pot synthetic approach to produce trifluoroacetamide has been developed using an electrochemical method with the B12 complex as a catalyst under mild conditions, in open air at room temperature. Thirty examples of trifluoroacetamide were synthesized from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in moderate to good yields. This user-friendly strategy is compatible with a broad range of trifluoroacetamide syntheses.

Oxidative Amide Coupling from Functionally Diverse Alcohols and Amines Using Aerobic Copper/Nitroxyl Catalysis

The aerobic Cu/ABNO catalyzed oxidative coupling of alcohols and amines is highlighted in the synthesis of amide bonds in diverse drug-like molecules (ABNO=9-azabicyclo[3.3.1]nonane N-oxyl). The robust method leverages the privileged reactivity of alcohol

High-throughput screening of catalysts by combining reaction and analysis

(Figure Presented) Drudgery minimized, efficiency maximized: By combining catalysis and separation in microcapillaries greater than 2 cm in length, it is possible to efficiently determine the reaction kinetics for entire libraries of substrates. This was demonstrated for hydrogenations over highly active Pd nanoparticles and ring-closing metatheses over the Grubbs 2nd generation catalyst. R: reagents, P: products.

Synthesis and reactivity of trifluorodithioacetates derived from trifluorothioacetamides

A general synthesis of trifluorodithioacetates is described by thiolysis of trifluorothioamidium salts, derived from trifluorothioacetamides. The reactivity of these CF3 bearing C2 building blocks has been investigated towards nucleophiles and in cycloaddition reactions. Trifluorodithioacetates react with dienes to give thiopyrans and with diazo compounds to give trifluoromethyl vinyl sulphides via thiirane intermediates. With amines, trifluorodithioacetates give rise to trifluorothioacetamides while thiols add by thiophilic attack leading to new trifluoroethane dithioacetal disulphide. Two equivalents of phosphite furnish one equivalent of thiophosphate and one of phosphorylated trifluoroethane.

Reactions of Protected Amino Acid Chlorides Mediated by SmI2

Reactions of N-protected amino acid chlorides with carbonyl compounds in the presence of SmI2 were investigated.Decarbonylation followed by a cross coupling between amino moiety and aldehyde or ketone is observed.By the use of FMOC derivatives, N-protecte