20173-89-1

Upstream product

• 917-64-6 methyl magnesium iodide 
• 2571-52-0 cyanomesitylene 
• 474353-55-4 [NiBr(2,4,6-trimethylphenyl)(2,2'-bipyridine)] 
• 75-05-8 acetonitrile 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 108-67-8 1,3,5-trimethyl-benzene 
• 19505-59-0 5-Phenyl-3-(2,4,6-trimethyl-phenyl)-4,5-dihydro-isoxazole 

Downstream Products

• 76808-14-5 1-mesitylethylamine 
• 20050-17-3 (1S)-1-(2,4,6-trimethylphenyl)ethanamine 
• 263351-63-9 (S)-N-formyl-1-mesitylethylamine 
• 263351-60-6 [(S)-1-(2,4,6-Trimethyl-phenyl)-ethyl]-carbamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 1667-01-2 2,4,6-Trimethylacetophenone 

Relevant academic research and scientific papers

Oxygen-insensitive enzymatic reduction of oximes to imines

The reduction of oximes to imines under anaerobic and aerobic conditions was studied using (E)- and (Z)-2,4,6-trimethylacetophenone oxime, benzaldoxime and (E)-2,4,6-trimethylbenzaldoxime. Pig and human liver microsomes, pig liver mitochondria and cytosol

Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex

While several trifluoromethylation reactions involving the electrochemical generation of CF3 radicals via anodic oxidation have been reported, the alternative cathodic, reductive radical generation has remained elusive. Herein, the first cathodic trifluoromethylation of arenes and heteroarenes is reported. The method is based on the electrochemical reduction of an unstable triflyltriethylammonium complex generated in situ from inexpensive triflyl chloride and triethylamine, which produces CF3 radicals that are trapped by the arenes on the cathode surface.

Study of the reactivity of organonickel sigma-complexes towards nitriles

The reactivity of organonickel sigma-complexes of type [NiBr(Ar)(bpy)], where Ar = 2,6-dimethylphenyl (Xyl), 2,4,6-trimethylphenyl (Mes), 2,4,6-triisopropylphenyl (Tipp), 2,4,6-tricyclohexylphenyl (Tchp), bpy = 2,2′-bipyridine, towards nitriles (acetonitr

The insertion reaction of acetonitrile on aryl nickel complexes stabilized by bidentate N,N′-chelating ligands

Organometallic complexes to be used as single component precursors in the catalytic dimerization/polymerization of olefins usually must contain a labile ligand that can easily be displaced by the olefin. This is the first step in the activation of the precursor. One commonly used labile ligand is a nitrile. Here we report an example of incompatibility between the nickel or palladium aryl bond and acetonitrile. Neutral [MBr(Mes)NN] complexes in which Mes = 2,4,6-Me3C6H2, NN = diazabutadiene (DAD), pyridinylimine (PIM), 2,2′-bipyridine (bipy) or 1,10-phenanthroline (phen) gave the expected [M(Mes)(3,5-lut)(NN)][BF4] compounds and the unexpected [Ni(Mes){NHC(Me)(2,4,6-Me3C6H 2)}(NN)][BF4] complexes in the presence of TlBF 4 and 3,5-lutidine or acetonitrile. The sequence of reactions that leads to the imine ligand must include an initial insertion of the nitrile on the σ(Ni-Mes) bond. These ionic complexes remain stable under 20 bar of ethylene. The Royal Society of Chemistry.

Synthesis of Aryl Ketones by the Pd-Catalyzed C-H Activation of Arenes and Intermolecular Carbopalladation of Nitriles

The palladium-catalyzed reaction of simple arenes and nitriles provides good to excellent yields of aryl ketones or the corresponding hindered imines. The addition of a small amount of DMSO increases the yields dramatically. Both intermolecular and intramolecular examples of this process are successful. This novel chemistry is believed to involve palladium-catalyzed C?H activation, followed by carbopalladation of the nitrile. Copyright

A new non-natural chiral auxiliary: Design, synthesis, and resolution of 1-mesitylethylamine and its application in the asymmetric aza-Diels-Alder reaction

1-Mesitylethylamine was designed as a new non-natural chiral auxiliary. Racemic 1-mesitylethylamine could be synthesized in two steps from mesityl cyanide and could be resolved via separation of diastereomeric carbamates derived from (-)-menthyl chlorofor

Metal-carbonyl-induced Reaction of 2-Isoxazolines. Ring Cleavage and Reduction by Pentacarbonyliron or Nonacarbonyldi-iron

3,5-Disubstituted 2-isoxazolines (1a-f) undergo N-O and C-4 - C-5 bond-cleavage reaction with pentacarbonyliron and photoirradiation in methanol to give two fragments (aldehydes and ketones).The ketones could be derived from reduction of the complexed 1-substituted vinylnitrene intermediate and subsequent hydrolysis.Substituent effects have a significant influence on the course of the reaction. 2-Isoxazolines (1h and i) having no substituent at C-5 undergo N-O bond cleavage to give β-hydroxy- and β-methoxy-ketones, in addition to the above mentioned cleavage of the N-O and C-4 - C-5 bonds.Furthermore, 2-isoxazolines (1j and k) bearing a substituent such as an acetoxy or ethoxy group at C-5 undergo N-O bond cleavage, and concomitant elimination of the substituent acetoxy or ethoxy group, leading to β-aminoenones.However, in the case of 2-isoxazolines (1l and m) bearing a piperidin-1-yl group at C-5, the N-O and C-4 - C-5 bond-cleavage reactions predominate over the elimination of the C-5-substituent.Mechanisms are also proposed for the formation of the β-substituted ketones.Similar reactions were also effected thermally for several 2-isoxazolines with nonacarbonyldi-iron.

RING CLEVEAGE REACTIONS OF SUBSTITUTED 2-ISOXAZOLINES BY PENTACARBONYLIRON UNDER ULTRAVIOLET IRRADIATION

The photoirradiation of 3,5-disubstituted 2-isoxazolines and Fe(CO)5 in MeOH causes the N-O and C4-C5 bond cleveage to give two fragments of aldehydes and ketones, while that of 2-isoxazolines having no substituent at 5-position gives additional β-hydroxy- and β-methoxyketones.