106578-68-1

Upstream product

• 106608-73-5 4-Amino-1,1,1-trifluoro-3-penten-2-one 
• 62-53-3 aniline 
• 106578-66-9 (Z)-1,1,1-trifluoro-4-methylamino-3-penten-2-one 
• 144864-94-8 5,5,5-trifluoro-4-hydroxy-pent-3-en-2-one 
• 142-04-1 aniline hydrochloride 
• 234112-44-8 4-methoxy-1,1,1-trifluoropent-3-en-2-one 
• 367-57-7 1,1,1-Trifluoro-2,4-pentanedione 
• 135351-20-1 1,1,1-trifluoro-4-methoxypent-3-en-2-one 

Downstream Products

• 95332-43-7 1,1,1-trifluoro-4-(N-phenylamino)-3-pentene-2-thione 
• 88793-42-4 2,2,2-trifluoro-N-[2-({2-[(trifluoroacetyl)amino]ethyl}amino)ethyl]acetamide 
• 129585-50-8 3-methyl-1-phenyl-5-(trifluoromethyl)-1H-pyrazole 
• 109954-11-2 5-hydroxy-3-methyl-1-phenyl-5-trifluoromethyl-Δ²-pyrazoline 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 
• 234112-29-9 (3Z,5E)-6-(dimethylamino)-1,1,1-trifluoro-4-(phenylamino)-3,5-hexadien-2-one 
• 76068-42-3 4-phenylimino-1,1,1-trifluoro-2-pentanone 
• 1447118-33-3 3,4-dihydro-6-methyl-1-phenyl-5-(trifluoroacetyl)-2(1H)-pyridinone 
• 234112-18-6 phenyl-(2-trifluoromethyl-pyridin-4-yl)-amine 
• 10010-93-2 3-methyl-5-(trifluoromethyl)pyrazole 

Relevant academic research and scientific papers

Quinoline formation via a modified Combes reaction: Examination of kinetics, substituent effects, and mechanistic pathways

A comprehensive product regioselectlvity and kinetics study of the modified Combes quinoline synthesis shown below has been undertaken: This is the first reported investigation of the Combes condensation employing 19F NMR spectroscopy to monitor intermedi

Redox Property of Enamines

Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.

Molybdenum(VI) dioxo and oxo-imido complexes of fluorinated β-ketiminato ligands and their use in OAT reactions

Substitution of a methyl by a trifluoromethyl moiety in well-known β-ketimines afforded the ligands (Ar)NC(Me)CH2CO(CF3) (HLH, Ar = C6H5; HLMe, A r= 2,6-Me2C6H3/

Synthesis and characterization of the titanium complexes bearing two regioisomeric trifluoromethyl-containing enaminoketonato ligands and their behavior in ethylene polymerization

A series of new titanium complexes bearing two regioisomeric trifluoromethyl-containing enaminoketonato ligands (3a-h and 6a-h), [PhNCRCHC(CF3)O]2TiCl2 (3a, R = Me; 3b, R = n-C5H11; 3c, R = i-Pr; 3d, R = Cy; 3e, R = t-Bu; 3f, R = CHCHPh; 3g, R = Et; 3h, R = n-C11H23) and [PhNC(CF 3)CHC(R)O]2TiCl2 (6a, R = Ph; 6b, R = n-C 5H11; 6c, R = i-Pr; 6d, R = Cy; 6e, R = t-Bu; 6f, R = CHCHPh; 6g, R = CHPh2; 6h, R = CF3) have been synthesized and characterized. X-ray crystal structures analyses suggest that complexes 3c-e and 6c-d all adopt a distorted octahedral geometry around the titanium center. Complexes 3c, 3d and 6c display a cis-configuration of the two chlorine atoms around the titanium center, while complex 6d shows a trans-configuration of the two chlorine atoms. Especially, the configurational isomers (cis and trans) of complex 3e were identified both in solution and in the solid state by NMR and X-ray analyses. With modified methylaluminoxane as a cocatalyst, all the complexes are active towards ethylene polymerization, and produce high molecular weight polymers. With the variation of the relative position of the imino group and the trifluoromethyl group of the β-enaminoketonato ligands, the polymerization behavior of the catalysts changed remarkably. It is observed that the substituent directly joined to the carbonyl in the ligands plays an important role for both the catalytic activities and the properties of the polymers produced. The Royal Society of Chemistry 2009.

Extremely narrow-dispersed high molecular weight polyethylene from living polymerization at elevated temperatures with o-F substituted Ti enolatoimines

With a new titanium imineenolato complex, ethylene is polymerized in an unprecedented living fashion affording a polymer with a high molecular weight (Mn > 105 g mol-1) and an extremely narrow distribution (Mw/Mn 1.01) at the same time; the living character is also retained even at an elevated temperature of 75 °C, and blockcopolymers are accessible. Copyright

An ionic liquid as reaction medium for the synthesis of halo-containing β-enaminones at room temperature

A series of twenty halomethylated β-enaminones [RC(O)CH=C(R 1)NR 3 R 4, where R = CF3,CCl 3, CHCl2; R 1 = H, Me, Ph; R 3 = H, Me, Bu, Et; R 4 = Me, Et, Bu, allyl, tert-amyl, CH2CH 2OH, Bn, Ph] were synthesized using the ionic liquid [bmim]BF 4 at room temperature. It is demonstrated that this ionic liquid is a reaction medium suitable for the amination of β-alkoxyvinyl halomethyl ketones. The advantages of this method are the absence of solvents, short reaction times, and good yields.

Zn(ClO4)2·6H2O as a Powerful Catalyst for the Conversion of β-Ketoesters into β-Enamino Esters

Zn(ClO4)2·6H2O proved to be a very powerful catalyst for the condensation of primary and secondary amines with β-ketoesters to give N-substituted β-enaminoesters.

Annulation of functionalized hexadienones as an efficient regioselective approach to N-aryl-2-(trifluoromethyl)-4-pyridinamines

Readily accessible fluorinated N-arylenaminones 3 were reacted with N,N- dimethylformamide dimethylacetal to produce functionalized hexadienones 4. Ring closure of 4 with ammonium acetate afforded selectively N-aryl-2- (trifluoromethyl)-4-pyridinamines 5

New Fluorinated Synthons: Lithium Salts Derived from Fluorinated β-Diketones

Lithium salts of fluorinated β-diketones are proposed as new fluorine-containing synthons for preparation of fluoro-substituted pyrazoles, 5-hydroxy-4,5-dihydroisoxazoles, 2-aminopyrimidines, and 1,5-benzo- and 1,5-naphthodiazepines. Reactions of these salts with bromine, thiourea, and 4-amino-1,2,4-triazole result in formation of, respectively, m-bromo derivatives (in the case of phenyl-containing β-diketones), mercaptopyrimidines, and triazolopyridazines, which are unavailable through reactions of the parent β-diketones with the same reagents.

Interaction of fluoroalkyl-containing β-diketones with amines

The composition of products of the interaction of asymmetric fluoroalkyl-containing β-diketones with amines was studied. Mixtures of regioisomeric β-aminovinylketones and products of cleavage and secondary condensation are formed, depending on the temperature, the solvent, the nature of the fluorinated and nonfluorinated substituents in the β-diketone, and the basicity of the amine. The major product is a β-aminovinylketone in which the NH2 group is removed from the fluoroalkyl substituent. No β-aminovinylimines, products of condensation involving two electrophilic centers, were observed.