351-98-4

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 100-52-7 benzaldehyde 
• 538-51-2 benzylidene phenylamine 
• 26456-05-3 10-methylacridinium perchlorate 
• 100-51-6 benzyl alcohol 
• 23056-94-2 2-methyl-1-hexen-3-yne 
• 402-54-0 p-nitrobenzotrifluoride 
• 5586-13-0 1-azido-4-(trifluoromethyl)benzene 

Downstream Products

• 143874-20-8 (3R,4S)-3,4-Diphenyl-1-(4-trifluoromethyl-phenyl)-azetidin-2-one 
• 405-81-2 N-benzyl-4-(trifluoromethyl)aniline 
• 1063600-14-5 6-trifluoromethyl-4-(p-methoxyphenyl)-2-phenylquinoline 
• 945033-50-1 6-trifluoromethyl-4-(triisopropylsilyl)methyl-2-phenylquinoline 
• 1131726-84-5 3,3-dichloro-4-phenyl-1-[4-(trifluoromethyl)phenyl]azetidin-2-one 
• 2994-80-1 3-methyl-N-(4-trifluoromethylphenyl)butyramide 
• 1309576-55-3 (1E,2Z)-3-{1-[(p-trifluoromethylphenyl)imino]-2-(trimethylsilyl)-3-phenyl-2-propenyl}-4,4-dimethyl-1,3-oxazolidine-2-one 
• 1309576-54-2 (1E,2E)-3-{1-[(p-trifluoromethylphenyl)imino]-2-(trimethylsilyl)-3-phenyl-2-propenyl}-4,4-dimethyl-1,3-oxazolidine-2-one 

Relevant academic research and scientific papers

Rhodium(III)-amine dual catalysis for the oxidative coupling of aldehydes by directed C-H activation: Synthesis of phthalides

A novel oxidative coupling of aldehydes to form C3-substituted phthalides facilitated by co-operative dual catalysis of a Rh(III) complex and an aryl amine is reported. The reaction involves a cascade ortho C-H activation-insertion-annulation sequence. This methodology is efficient and applicable for the homo- and heterocoupling of various functionalized aldehydes generating the corresponding phthalides in moderate to high yields.

Integrated Flow Synthesis of α-Amino Acids byIn SituGeneration of Aldimines and Subsequent Electrochemical Carboxylation

The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generatedin situvia the dehydration-condensation of aldehydes with anilines in a desiccant bed column filled with 4 ? molecular sieves d

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

Redox-Neutral Imination of Alcohol with Azide: A Sustainable Alternative to the Staudinger/Aza-Wittig Reaction

The traditional Staudinger/aza-Wittig reaction represents one of the most powerful tools for imine formation. However, for this multistep procedure, the sacrificial phosphine has to be used, resulting in difficulties in the purification process and waste disposal at the same time. Here, we report a redox-neutral azide-alcohol imination methodology enabled by a base-metal nickel PN3 pincer catalyst. The one-step, waste-free, and high atom-economical features highlight its advantages further. Moreover, mechanistic insight suggests a non-metal-ligand cooperation pathway based on the observation of an intermediate and density functional theory calculations.

Direct synthesis of imines from nitro compounds and biomass-derived carbonyl compounds over nitrogen-doped carbon material supported Ni nanoparticles

The selective synthesis of imines from biomass-derived chemicals over heterogeneous non-noble metal catalysts is of great importance for organic transformation. Herein, non-noble heterogeneous nitrogen-doped carbon supported Ni catalysts (abbreviated as Ni/CN-MgO-T, whereTrepresents the pyrolysis temperature) have been facilely prepared from the simple pyrolysis of Ni precursors and biomass, and Ni/CN-MgO-600 with the smallest size of Ni nanoparticles demonstrated the highest catalytic activity. The reductive coupling of nitroarenes and carbonyl compounds could be performed under mild conditions (80 °C, and 10 bar H2), affording structurally-diverse imines with high to excellent yields (84.2-98.1%). Thanks to the mild reaction conditions, the developed method showed good tolerance to other functional groups such as nitriles, halogen and vinyl groups.

Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions

The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.

[(PPh3)2NiCl2]-Catalyzed C-N bond formation reaction via borrowing hydrogen strategy: Access to diverse secondary amines and quinolines

Commercially available [(PPh3)2NiCl2] was found to be an efficient catalyst for the mono-N-alkylation of (hetero)- A romatic amines, employing alcohols to deliver diverse secondary amines, including the drug intermediates chloropyramine (5b) and mepyramine (5c), in excellent yields (up to 97%) via the borrowing hydrogen strategy. This method shows a superior activity (TON up to 10000) with a broad substrate scope at a low catalyst loading of 1 mol % and a short reaction time. Further, this strategy is also successful in accessing various quinoline derivatives following the acceptorless dehydrogenation pathway.

T3P-promoted synthesis of a series of novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones

A series of 11 novel 3-aryl-2-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of N-aryl-C-phenyl imines with thiosalicylic acid. This provides simple and ready access to N-aryl compounds in this family, which have been generally difficult to prepare.

Catalyst- And solvent-free efficient access to: N -alkylated amines via reductive amination using HBpin

A sustainable approach which works under catalyst- and solvent-free conditions for the synthesis of structurally diverse secondary amines has been uncovered. This one-pot protocol works efficiently at room temperature and is compatible with a wide range of sterically and electronically diverse aldehydes and primary amines. Notably, this simple process offers scalability, excellent functional group tolerance, chemoselectivity, and is also effective at the synthesis of biologically relevant molecules. This journal is

Effect of linker and metal on photoreduction and cascade reactions of nitroaromatics by M-UiO-66 metal organic frameworks

The use of metal organic frameworks (MOFs) as photocatalysts is a promising and growing area of research. Given the diverse architectures, linkers, and metals, it is important to understand their effects on catalysis. Herein we compare six MOFs of the UiO-66 family towards photocatalytic reduction of nitro-aromatics to anilines. These MOFs differ in metal identity (Hf, Zr) and linker, and hence this systematic study provides insights to developing next generation MOFs. We found that Hf-based MOFs are superior to the more commonly studied Zr-analogues. Moreover, the linker identity also impact the photocatalysis, with pyridine-based linkers out-performing aniline based linkers and those that lack an embedded basic site. The MOFs studied have unique selectivities for the photoreduction and also allow for the one-pot synthesis of imines from aromatic aldehydes and nitro-aromatics.