16208-21-2

Usage

Uses

Used in Organic Synthesis:
2-NAPHTHYLGLYOXAL HYDRATE is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, aiding in the formation of a wide range of organic molecules. Its unique structure allows it to act as a versatile building block in the creation of complex organic compounds.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, 2-NAPHTHYLGLYOXAL HYDRATE is used as a reactant in the synthesis of potential drug candidates. Its involvement in the creation of new molecules contributes to the discovery and development of novel therapeutic agents, highlighting its importance in advancing medicinal chemistry.
Used in Chemical Research:
2-NAPHTHYLGLYOXAL HYDRATE is utilized as a research tool in chemical laboratories, where it helps scientists explore new reaction pathways and mechanisms. Its properties make it a valuable asset in understanding and optimizing chemical processes, thereby enhancing the efficiency and effectiveness of chemical syntheses.
Used in Laboratory Settings:
2-NAPHTHYLGLYOXAL HYDRATE is commonly found in laboratory settings where organic synthesis is performed. It is used as a component in various experimental setups, contributing to the advancement of chemical knowledge and the development of new synthetic methodologies.

Upstream product

• 93-08-3 methyl 2-naphthyl ketone 

Downstream Products

• 94210-64-7 5-(naphthalen-2-yl)-2-phenyloxazole 
• 1435901-78-2 1-benzamido-2-(2-naphthyl)naphtho-[2,1-b]furan 
• 6967-92-6 2-(diazoacetyl)naphthalene 

Relevant academic research and scientific papers

Synthesis of new indolylpyrrole derivatives via a four-component domino reaction between arylglyoxals, acetylacetone, indole and aliphatic amines in aqueous media

A novel synthesis of indolylpyrrole derivatives is described by a four-component domino reaction between arylglyoxals, acetylacetone, indole and aliphatic amines in water as solvent at 60 °C without using any catalyst or promoter. The FT-IR, 1H NMR, 13C NMR spectral and elemental analysis confirm the structures of the products.

A facile and effective procedure for synthesis of polyfunctionalized pyrrolines from simultaneously stirring of carbon disulfide, aniline, arylglyoxals and β-enaminocarbonyls

An efficient one-pot synthesis of 2H-pyrroline derivatives by a four-component reaction between carbon disulfide, aniline, arylglyoxals and β-enaminocarbonyls in acetonitrile at room temperature under mild reaction conditions is reported. The addition rea

Catalytic asymmetric Meerwein-Ponndorf-Verley reduction of glyoxylates induced by a chiral N,N′-dioxide/Y(OTf)3 complex

An asymmetric Meerwein-Ponndorf-Verley (MPV) reduction of glyoxylates was for the first time accomplished via an N,N′-dioxide/Y(OTf)3 complex with aluminium alkoxide and molecular sieves (MSs) as crucial additives. A variety of optically active α-hydroxyesters were obtained with excellent results. A possible reaction mechanism was proposed based on the experiments.

Synthesis and antitumor evaluation of 2,3-diarylbenzofuran derivatives on HeLa cells

2,2-Dihydroxyarylethanones, readily prepared from the commercially available aromatic ethyl ketones, were reacted with resorcinol, 3-methoxyphenol or 2-methoxyphenol in multi steps one-pot manner promoted by trifluoroacetic acid to furnish the 2,3-diarylbenzofuran derivatives in 22–95% yield. Sixteen targeted compounds were synthesized and characterized by 1H NMR, 13C NMR and HRMS. MTT assay indicated that most compounds possessed effectively inhibitory activities against the proliferation of HeLa cell. Among them, 4f had the highest inhibitory activities, with the IC50 being 13.40?±?2.04?μmol/L. Cell cycle analysis, Annexin V-FITC/propidium iodide dual staining assay and western blotting analysis revealed that 4f inhibited the proliferation of Hela cell through apoptosis induction in a dose-dependent manner via obviously up-regulated the levels of Bak and Bim, while striking down-regulated the level of Bcl-2 and Bcl-xL protein.

A direct phosphine-mediated synthesis of polyfunctionalized pyrroles from arylglyoxals and β-enaminones

An efficient one-pot reaction for the synthesis of pyrroles from β-enaminones and arylglyoxals is reported. This reaction, which is mediated by triphenylphosphine, eliminates triphenylphosphine oxide resulting in aromatization and has been employed to access a broad range of pyrrole derivatives.

Molybdate sulfuric acid-catalyzed one-pot synthesis of substituted coumarins under solvent-free conditions

An efficient method for the synthesis of new aryloylamido coumarins via a one-pot, three-component reaction of an aryl glyoxal, benzamide, and a 4-hydroxycoumarin in the presence of molybdate sulfuric acid under solvent-free conditions is reported. This h

Reaction of arylglyoxals with pyrrole or indole in aqueous media: Facile synthesis of heteroaryl α-acyloins

Pyrrole or indole reacts with arylglyoxal monohydrates in aqueous media in the absence of any catalyst to produce pyrrol-2-yl or indol-3-yl α-acyloin derivatives in high yields as the only product. Reactions were clean and products were isolated by simple filtration. When the reactions were carried out in acetonitrile as solvent, different products were obtained.

Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles

An I2-promoted sp3 C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C-H bond and the formation of C-N, C-O bonds.

Regiospecific synthesis of novel furo[4,5- c ]coumarins in a one-pot reaction

A new and expedient assembly of an interesting class of amido-substituted furo[4,5-c]coumarins has been successfully achieved through a one-pot sequential coupling and cyclization strategy starting from 4-hydroxycoumarin, aryl glyoxals and benz-amide. All

A highly efficient and enantioselective intramolecular cannizzaro reaction under TOX/Cu(II) catalysis

An asymmetric intramolecular Cannizzaro reaction of aryl and alkyl glyoxals with alcohols has been realized with an unprecedented high level of enantioselectivity, on the basis of a newly developed congested TOX ligand and a gradual liberation protocol of active glyoxals from glyoxal monohydrates. Preliminary results suggested a mechanism of enantioselective addition of alcohols to glyoxals contributing most to the stereoselectivity, other than by the dynamic kinetic resolution of hemiacetal intermediates.