126484-50-2

Upstream product

• 446-52-6 2-Fluorobenzaldehyde 
• 103-49-1 dibenzylamine 
• 1075193-04-2 N,N-dibenzyl-2-bromoaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 100-39-0 benzyl bromide 
• 615-36-1 2-bromoaniline 

Downstream Products

• 1092982-58-5 1,3-dibenzyl-2-phenyl-1,2,3,4-tetrahydroquinazoline 
• 1182839-75-3 1-benzyl-3-(4-chlorophenyl)-2-phenyl-1,2,3,4-tetrahydroquinazoline 
• 1182839-76-4 1-benzyl-3-(4-methoxyphenyl)-2-phenyl-1,2,3,4-tetrahydroquinazoline 
• 1182839-73-1 C₂₇H₂₄N₂ 
• 1182839-77-5 1-benzyl-2-phenyl-3-o-tolyl-1,2,3,4-tetrahydroquinazoline 
• 1203-68-5 2-Phenylbenzaldehyde 
• 36798-46-6 1-benzyl-3-methyl-2-phenyl-1H-indole 
• 1361538-04-6 N-(2-(dibenzylamino)benzylidene)-2-phenylaziridin-1-amine 
• 6037-73-6 1-benzyl-2,3-dihydro-1H-indole 
• 1291080-57-3 (S)-dimethyl 1-benzyl-6-bromo-2-phenyl-1,2-dihydroquinoline-3,3(4H)-dicarboxylate 
• 1291080-52-8 (S)-dimethyl 1-benzyl-2-phenyl-1,2-dihydroquinoline-3,3(4H)-dicarboxylate 
• 1291080-70-0 C₂₆H₂₄BrNO₄ 

Relevant academic research and scientific papers

Borane Catalyzed Redox Isomerization of 2-Amino Chalcones: Hydride Abstraction or Hydride Migration?

The borane catalyzed redox isomerization of 2-amino chalcones was developed. The tetrahydroquinolines are obtained in high yield as a mixture of cis/trans diastereomers in a ratio of 2 : 1 to >95 : 5. The reaction mechanism is investigated by mechanistic,

Expeditious Synthesis of Multisubstituted Quinolinone Derivatives Based on Ring Recombination Strategy

We achieved a concise construction of 3-substituted quinolinone derivatives based on a ring recombination strategy. In this process, seven transformations involving two types of cyclization proceeded in one pot to afford various quinolinone derivatives in good to excellent chemical yields (up to 98%).

Catalyst-free photodecarbonylation ofortho-amino benzaldehyde

It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.

Potassium tert-Butoxide-Mediated Condensation Cascade Reaction: Transition Metal-Free Synthesis of Multisubstituted Aryl Indoles and Benzofurans

An efficient and facile method to synthesize valuable disubstituted 2-aryl indoles and benzofurans in good yields has been demonstrated, based on a tert-butoxide-mediated condensation reaction involving a vinyl sulfoxide intermediate. Products are obtained from N- or O-benzyl benzaldehydes using dimethyl sulfoxide as a carbon source. The methodology features a wide functional group tolerance and transition metal-free environment. Preliminary mechanistic studies suggest that the reaction involves a tandem aldol reaction/Michael addition/dehydrosulfenylation/isomerization sequence through an ionic protocol.

Spirocyclic Tetramates by Sequential Knoevenagel and [1,5]-Prototropic Shift

Highly functionalized spirocyclic tetramates were prepared via a sequential Knoevenagel reaction and [1,5]-prototropic shift (T-reaction) of bicyclic tetramates. While these compounds isomerize in solution, stable analogues can be prepared via an appropri

Chemo-, Regio-, and stereoselective trifluoromethylation of styrenes via visible light-driven single-electron transfer (SET) and triplet-triplet energy transfer (TTET) processes

A process for tunable and chemo-, regio-, and stereoselective photocatalytic trifluoromethylation of styrenes was developed. Thermodynamically stable E-trifluoromethylated alkenes were prepared using Tognis reagent in the presence of Ru(bpy)3Cl2·6H2O under visible light irradiation, whereas less thermodynamically stable Z-trifluoromethylated alkenes were obtained by employing Umemotos reagent and photocatalyst Ir(ppy)3.

Product-selectivity control by the nature of the catalyst: Lewis acid-catalyzed selective formation of ring-fused tetrahydroquinolines and tetrahydroazepines via intramolecular redox reaction

Selective synthesis of ring-fused tetrahydroquinolines and tetrahydroazepines from the same starting materials was achieved by subtle use of the oxophilic Sc(OTf)3 or carbophilic IPrAuOTf as the catalyst.

Expeditious construction of quinazolines via Bronsted acid-induced C-H activation: Further extension of "tert-amino effect"

A simple method for the synthesis of quinazolines was developed by exploiting the "tert-amino effect." A catalytic amount of Br0nsted acid (TsOH·H2O) worked as an effective activator for the concise construction of a quinazoline framework from o-formylaniline and amine. Copyright

Facile formation of cyclic aminals through a Br?nsted acid-promoted redox process

(Chemical Equation Presented) Cyclic aminals were prepared through a Br?nsted acid-promoted reaction. This redox neutral process involves iminium ion formation, 1,5 H-transfer, followed by ring closure.

Lewis acid catalyzed formation of tetrahydroquinolines via an intramolecular redox process

Polycyclic tetrahydroquinolines were prepared by an efficient Lewis acid catalyzed 1,5-hydride shift, ring closure sequence. Gadolinium triflate was identified as a catalyst that is superior to scandium triflate as well as other Lewis acids. An approach t