4352-63-0

Usage

Uses

Used in Chemical Synthesis:
NAPHTHO[2,1-B]FURAN-2(1H)-ONE is used as a key intermediate in the synthesis of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the creation of new compounds.
Used in Research Applications:
NAPHTHO[2,1-B]FURAN-2(1H)-ONE serves as a model compound for studying the properties and reactivity of furan-containing molecules. It is used in academic and industrial research to understand the behavior of such compounds in different chemical environments and to develop new synthetic strategies.
Used in Pharmaceutical Industry:
NAPHTHO[2,1-B]FURAN-2(1H)-ONE is used as a building block in the development of potential pharmaceutical compounds. Its structure may contribute to the design of new drugs with specific therapeutic properties, and it is being explored for its potential applications in medicine.
Used in Material Science:
NAPHTHO[2,1-B]FURAN-2(1H)-ONE is employed in the development of novel materials with unique properties. Its incorporation into polymers or other materials can lead to the creation of new materials with enhanced characteristics, such as improved stability or specific optical properties.
Used in Environmental Applications:
NAPHTHO[2,1-B]FURAN-2(1H)-ONE may be used in the development of environmentally friendly processes or products. Its chemical properties could be harnessed to create new methods for pollution control or to develop materials that are more sustainable and eco-friendly.

InChI:InChI=1/C12H8O2/c13-12-7-10-9-4-2-1-3-8(9)5-6-11(10)14-12/h1-6H,7H2

Upstream product

• 10441-45-9 2-(2-hydroxynaphthalen-1-yl)acetic acid 
• 10441-48-2 (2-methoxy-[1]naphthyl)-acetic acid 
• 79-11-8 chloroacetic acid 
• 135-19-3 β-naphthol 
• 2033-24-1 cycl-isopropylidene malonate 
• 131543-46-9 Glyoxal 
• 36294-21-0 potassium 2-naphthoxide 
• 133523-53-2 1,2-dihydronaphtho<2,1-b>furan-1,2-diol 
• 120-23-0 (2-naphthoyl)oxyacetic acid 
• 67-64-1 acetone 
• 61912-14-9 2-naphthyl diethylcarbamate 
• 195210-69-6 N,N-diethyl-1-methyl-2-carbamoyloxynaphthalene 
• 854817-54-2 α-hydroxy-1-(2-methoxynaphthalene)acetonitrile 
• 93-04-9 2-Methoxynaphthalene 

Relevant academic research and scientific papers

Preparation and stereochemistry of the isopropylidene derivatives of 1,2-dihydronaphtho[2,1-b]furan-1,2-diol and 1,2,9,10-tetrahydronaphtho[2,1-b:7, 8-b′] difuran-1,2,9,10-tetraol in comparison with the corresponding acetyl derivatives

1,2-Dihydronaphtho[2,1-b]furan-1,2-diol and 1,2,9,10-tetrahydronaphtho[2,1- b:7,8-b′]difuran-1,2,9,10-tetraol were transformed into the corresponding isopropylidene derivatives, which were studied mainly by 1H NMR and chiral HPLC analyses in terms of a possible transformation mechanism and stereochemistry in comparison with their corresponding acetyl derivatives.

Pd(OAc)2-catalyzed lactonization of arylacetamides involving oxidation of C-H bonds

The reaction of arylacetamides that contain a quinolin-8-ylmethylamine as the directing group with PhI(OAc)2, in the presence of Pd(OAc)2 as the catalyst, results in lactonization to give γ-lactones, the formation of which involves activation of the ortho C-H bonds, with concomitant cleavage of the directing group.

Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones

Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Bronsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained. Thus activated alkynes can serve as α-oxy carbene precursors even in the absence of a metal catalyst. Copyright

2-(2-Hydroxyaryl)cinnamic amides: a new class of axially chiral molecules

The syntheses of several differently substituted amides formally derived from a chiral amine, either E-2-(2-hydroxyphenyl)cinnamic acid or both E- and Z-2-(2-hydroxynaphthyl)cinnamic acid, are reported. These molecules display a restricted rotation about

Anionic Homologous Fries Rearrangement of O-(2-Methylaryl)carbamates. A Regiospecific Route to Benzo[b]furan-2(3H)-ones including an Unnamed Metabolite from Helenium Species

A new LDA mediated O → C carbamoyl migration, 3 provides a general and efficient route to aryl acetamides 5, precursors to the benzo- and naphthofuranones 7, one of which serves as a starting material for a short synthesis of naturally-occurring benzofuranolactol 11 isolated from several Helenium species.

Photodegradation of Dichlorprop and 2-Naphthoxyacetic Acid in Water. Combined GC-MS and GC-FTIR Study

We have examined the photochemical transformations of dichlorprop (1) and 2-naphthoxyacetic acid (2) in aqueous solution, by means of combined GC-MS and GC-FTIR analysis. Photolysis of 1 under oxygen atmosphere led to 2-chlorophenol (5), 2,4-dichlorophenol (6), 4-chlorophenol (7), 2,4-dichlorophenyl acetate (8), the lactone of 2-(4-chloro-2-hydroxyphenoxy)propionic acid (9), and 2-(2-chlorophenoxy)propionic acid (10). Irradiation under argon atmosphere led again to 5, 6, 7, and 10 together with 2,4-dichlorophenyl ethyl ether (11). Photolysis of 2 under aerobic conditions gave β-naphthol (12), together with minor amounts of 2-hydroxy-1-naphthaldehyde (13) and naphtho [2,1-b]furan-2(1H)-one (14). Under argon atmosphere only 12 and 14 were detected. Therefore, the most general processes were photolytic cleavage of the aryl-halogen bond (route i) and the aryloxy-carbon bond (route ii). Similar photodegradation pathways had been previously observed for 2,4-D and 4-CPA and were confirmed in this work. The formation of 8, 11, and 13 must occur via cleavage of the carbon-carbon bond a to the carboxy group (route iii). Formation of this type of photoproducts in phenoxyalkanoic acid pesticides is unprecedented. Its structure was further assessed by alternative synthesis.

Base-Catalyzed Alkylation of 2-Naphthol with Glyoxal

Alkylation of potassium 2-naphthyl oxide with glyoxal in aqueous media formed 1,2-dihydronaphthofuran-1,2-diol (1).Without isolation of 1, acidification of this reaction mixture with aqueous HCl led to three products, i.e., the lactone of (2-hydroxy-1-naphthyl)acetic acid (2), the hemiacetal of bis(2-hydroxy-1-naphthyl)acetaldehyde (3), and the corresponding acetal (4).Mutual interconversions of 1 and these three products revealed the reaction pathway and the mechanisms of formation of the lactone and the acetal.