3525-60-8

Upstream product

• 66-77-3 1-naphthaldehyde 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 1104927-43-6 methyl 2-(9-anthrylmethoxy)-3-(4-methoxyphenylamino)-2-(4-methoxyphenyl)-3-(1-naphthyl)propanoate 
• 1587696-67-0 1-(4-methoxyphenyl)-3,3-dimethyl-4-(naphthalen-1-yl)azetidin-2-one 
• 99797-48-5 trans-2-phenyl-1,2-dihydro-1-naphthalenylmethanol 
• 1029018-14-1 N-(4-methoxyphenyl)-N-methyl[2,2,2-trifluoro-1-(naphthyl-1)ethyl]amine 
• 1450728-40-1 2-(1-phenylethyl)-1-naphthaldehyde 
• 1450728-59-2 2-(1-(4-(trimethylsilyl)phenyl)ethyl)-1-naphthaldehyde 
• 1419351-66-8 benzyl ((E)-2-((2S,4R)-6-methoxy-2-(naphthalen-1-yl)-1,2,3,4-tetrahydroquinolin-4-yl)vinyl)carbamate 
• 1381867-71-5 C₂₂H₂₁NO₂ 
• 1384176-07-1 ((2S,3S)-1-(4-methoxyphenyl)-2-(naphthalen-1-yl)pyrrolidin-3-yl)methanol 
• 861225-64-1 4-methoxy-N-(naphthalen-1-yl-methyl)aniline 

Relevant academic research and scientific papers

Palladium-Catalyzed Regiospecific peri- And ortho-C-H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups

An efficient divergent approach of Pd-catalyzed C-H oxygenation of polyaromatic rings is described. Reversible directing groups enable regiospecific peri- and ortho-oxygenation to readily access a wide array of polyaromatic phenols without pre- and postmanipulation of directing groups. The systematic mechanistic investigation, including deuterium-labeling experiments, palladacycle trapping, and DFT calculations, reveals that the tunable ligand-assisted C-H bond cleavage played a crucial role during the reaction process.

Enantioselective Direct anti-Selective Mannich-type Reactions Catalyzed by 3-Pyrrolidinecarboxylic Acid in the Presence of Potassium Carbonate: Addition of Potassium Carbonate Improves Enantioselectivities

Mannich-type reactions of cyclohexanone and related six-membered-ring ketones with N-p-methoxyphenyl-protected imines of arylaldehydes catalyzed by 3-pyrrolidinecarboxylic acid in the presence of K2CO3 that afford anti-isomers of the Mannich products with

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

Iron-Catalyzed Reductive Ethylation of Imines with Ethanol

The borrowing hydrogen strategy has been applied to the ethylation of imines with an air-stable iron complex as precatalyst. This approach opens new perspectives in this area as it enables the synthesis of unsymmetric tertiary amines from readily available substrates and ethanol as a C2 building block. A variety of imines bearing electron-rich aryl or alkyl groups at the nitrogen atom could be efficiently reductively alkylated without the need for molecular hydrogen. The mechanism of this reaction, which shows complete selectivity for ethanol over other alcohols, has been studied experimentally and by means of DFT computations.

Synthesis, structure-activity relationships and preliminary mechanism study of N-benzylideneaniline derivatives as potential TLR2 inhibitors

Toll-like receptor 2 (TLR2) can recognize pathogen-associated molecular patterns to defense against invading organisms and has been represents an attractive therapeutic target. Until today, none TLR2 small molecule antagonist have been developed in clinic

P-N Cooperative Borane Activation and Catalytic Hydroboration by a Distorted Phosphorous Triamide Platform

Studies of the stoichiometric and catalytic reactivity of a geometrically constrained phosphorous triamide 1 with pinacolborane (HBpin) are reported. The addition of HBpin to phosphorous triamide 1 results in cleavage of the B-H bond of pinacolborane through addition across the electrophilic phosphorus and nucleophilic N-methylanilide sites in a cooperative fashion. The kinetics of this process of were investigated by NMR spectroscopy, with the determined overall second-order empirical rate law given by ν = -k[1][HBpin], where k = 4.76 × 10-5 M-1 s-1 at 25 °C. The B-H bond activation process produces P-hydrido-1,3,2-diazaphospholene intermediate 2, which exhibits hydridic reactivity capable of reacting with imines to give phosphorous triamide intermediates, as confirmed by independent synthesis. These phosphorous triamide intermediates are typically short lived, evolving with elimination of the N-borylamine product of imine hydroboration with regeneration of the deformed phosphorous triamide 1. The kinetics of this latter process are shown to be first-order, indicative of a unimolecular mechanism. Consequently, catalytic hydroboration of a variety of imine substrates can be realized with 1 as the catalyst and HBpin as the terminal reagent. A mechanistic proposal implicating a P-N cooperative mechanism for catalysis that incorporates the various independently verified stoichiometric steps is presented, and a comparison to related phosphorus-based systems is offered.

Ir-Catalyzed C?H Amidation of Aldehydes with Stoichiometric/Catalytic Directing Group

Ir-catalyzed sp2C?H amidation of aldehydes with various anilines as stoichiometric or catalytic directing groups was accomplished. A wide range of substrates were selectively amidated in good to excellent yields with broad functional group tolerance. The iridacycle complexes were isolated, characterized, and proved as key intermediates. Kinetic studies and Hammett plots provided detailed understandings of this amidation. According to the mechanism, the electron-rich ArSO2N3was proved effective for intermolecular sp3C?H amidation.

Interrupted imino-nazarov cyclization of 1-aminopentadienyl cation and related cascade process

Facile 4π conrotatory imino-Nazarov cyclization of a 1-aminopentadienyl cation generated from condensation an aldehyde and secondary aniline in the presence of a catalytic amount of a Lewis acid has been developed. Silver(I)-catalyzed intramolecular arene trapping of the resulting cyclic oxyallyl cation leads to formation of tricyclic indoline-fused cyclopentanone. The use of lanthanide salts allows transformation after the initial trapping to afford tetrahydroquinoline-fused cyclopentenone in a concise manner. Taking control: The fate of an oxyallyl cation formed through a 4π conrotatory imino-Nazarov cyclization can be controlled to access cyclopentanoid frameworks. In the presence of silver(I), intramolecular arene trapping leads to indoline-fused cyclopentanones. Gadolinium(III) facilitates a cascade transformation to furnish tetrahydroquinoline-fused cyclopentenones. Tf=trifluoromethanesulfonyl.

Cobalt-catalyzed ortho-alkenylation of aromatic aldimines via chelation-assisted C-H bond activation

An ortho-alkenylation reaction of an aromatic aldimine with an internal alkyne is efficiently promoted by a cobalt catalyst generated from CoBr 2, triarylphosphine, and iPrMgBr. The reaction takes place under mild room-temperature co

Construction of highly functional α-amino nitriles via a novel multicomponent tandem organocatalytic reaction: A facile access to α-methylene γ-lactams

The first tertiary amine-catalyzed multicomponent tandem Strecker-allylic-alkylation (SAA) reaction has been developed, which provides a facile access to functionalized α-amino nitriles, which could be readily converted into α-methylene-γ-butyrolactams. The Royal Society of Chemistry 2012.