7442-52-6

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE is used as an intermediate in the synthesis of pharmaceutical compounds for its ability to contribute to the formation of complex organic molecules that can exhibit therapeutic effects.
Used in Flavoring Agent Industry:
In the food industry, METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE is used as a flavoring agent to enhance the taste of various food products, leveraging its aromatic properties to create desirable flavors.
Used in Fragrance Ingredient Industry:
METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE is used as a fragrance ingredient in the cosmetic and personal care products industry, where its aromatic characteristics contribute to the creation of scents and perfumes.
Used in Research and Development:
METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE has potential applications in the research and development of new materials and compounds, serving as a building block for innovative chemical entities that could have various applications in different fields.

InChI:InChI=1/C12H12O3/c1-15-12(14)10-7-6-8-4-2-3-5-9(8)11(10)13/h2-5,10H,6-7H2,1H3

Upstream product

• 95447-99-7 1-tert-Butylamino-3,4-dihydro-naphthalene-2-carboxylic acid methyl ester 
• 17640-15-2 methyl cyanoformate 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 1829-28-3 ethyl 2-iodobenzoate 
• 36919-03-6 methyl pentafluorophenyl carbonate 
• 134644-00-1 methyl 2-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 
• 616-38-6 carbonic acid dimethyl ester 
• 139005-16-6 2-Dimethylaminomethyl-1-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester 
• 101681-26-9 C₁₅H₁₈O₂S₂ 
• 67-56-1 methanol 
• 57663-21-5 2-bis(methylthio)methylene-1-tetralone 
• 57763-56-1 methyl 1,2,3,4-tetrahydro-1-oxo-2-naphthaleneglyoxalate 

Downstream Products

• 102079-10-7 2-(2-cyano-benzyl)-1-oxo-1,2,3,4-tetrahydro-[2]naphthoic acid methyl ester 
• 685139-92-8 (1S)-2-oxo-1-(3-phenylallyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid methyl ester 
• 1526921-13-0 methyl 1-oxo-2-(1-phenylprop-2-ynyl)-1,2,3,4-tetrahydronaphthalene-2-carboxylate 

Relevant academic research and scientific papers

Dynamic Kinetic Sensitization of β-Dicarbonyl Compounds—Access to Medium-Sized Rings by De Mayo-Type Ring Expansion

Herein, we present a photocatalyzed two-carbon ring expansion of β-dicarbonyl compounds with unactivated olefins that provides facile access to medium-sized rings. Selective sensitization of the substoichiometric enol tautomer enables reactivity of substr

Pyrimidine fused ring derivative and application thereof in medicine

The invention relates to a compound shown in a general formula (I) or a stereoisomer, a deuterated compound, a solvate, a prodrug, a metabolite, a pharmaceutically acceptable salt or a co-crystal of the compound, an intermediate and a preparation method o

Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives

A palladium catalyzed ring expansion reaction of isoxazolones with isocyanides was disclosed. In the reaction, a cascade process involving ring-opening/cyclization was suggested. The reaction features high atomic economy due to no elimination of CO2 occurred. Moreover, products obtained demonstrate aggregation-induced emission properties with relatively high solid-state emission efficiencies. (Figure presented.).

Highly Selective Difluoromethylations of β-Keto Amides with -TMSCF 2Br under Mild Conditions

Without employing any transition metal and other additives, efficient methods for selective difluoromethylations of β-keto amides with TMSCF 2 Br reagent have been developed under mild conditions. This protocol allows a convenient access to various α-difluoromethyl β-keto amides with excellent yields (up to 93%) and high carbon/oxygen (C/O) regioselectivities (up to 99:1). The C/O selectivity of β-keto amides could be easily reversed and controlled by simply changing the base. This protocol can be easily scaled-up and the C-difluoromethylation product could be reduced into CF 2 H-containing amino alcohol derivatives. Moreover, the first enantioselective electrophilic difluoromethylation of β-keto amides has been achieved by phase-transfer catalysis.

Highly Carbon-Selective Monofluoromethylation of β-Ketoesters with Fluoromethyl Iodide

A highly carbon-selective monofluoromethylation of a broad range of β-ketoesters with fluoromethyl iodide under mild conditions is described. The uses of lithium tert-butoxide as the base and diglyme as the solvent made great contributions to the high C/O regioselectivity.

Lanthanum-Catalyzed Enantioselective Trifluoromethylation by Using an Electrophilic Hypervalent Iodine Reagent

A highly enantioselective catalytic method for the synthesis of quaternary α-trifluoromethyl derivatives of 3-oxo esters is described. The reaction uses lanthanum(III) triflate and chiral PyBOX-type C2-symmetric ligands to generate intermediate LaIII complexes that incorporate an enolate moiety of the starting 3-oxo ester and the trifluoromethylation transfer reagent. The enantioselectivity of the reaction stems from the efficient blockage of one of the prochiral faces of the LaIII enolate by one unit of the C2-symmetric ligand.

Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones

This paper reports that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF. The reaction proceeds via 1,2-benzoyl migration from α-carbon to the nitrogen atom, accompanied by expulsion of a nitrogen molecule. This protocol is suitable for the synthesis of N-(cyclopent-1-en-1-yl)benzamides, N-(cyclohex-1-en-1-yl)benzamides, and N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.

Visible-Light-Mediated Iminyl Radical Generation from Benzyl Oxime Ether: Synthesis of Pyrroline via Hydroimination Cyclization

The treatment of an O-(4-methoxybenzyl) oxime ether bearing an olefin substituent and 1-chloroanthraquinone (1-Cl-AQN) catalyst in 2-butanone under visible-light irradiation affords pyrroline via an iminyl radical intramolecular hydroimination. Mechanistic studies indicate that iminyl radical generation mainly proceeds by hydrogen abstraction of the photocatalyst from the benzyl position of the oxime. Moreover, the hydrogen atom was identified in circulation from the benzylic position of the substrates between AQN and 2-butanone to quench the carbon radical without requiring any additional reagents.

Construction of Polycyclic β-Ketoesters Using a Homoconjugate Addition/Decarboxylative Dieckmann Annulation Strategy

The construction of arene-fused cyclic β-ketoesters from 2-iodoaryl esters and 1,1-cyclopropane diesters is detailed. The synthetic method takes advantage of a CuI·SMe2-mediated homoconjugate addition followed by a decarboxylative Dieckmann cyclization to afford valuable polycyclic building blocks. Various iodoaryl esters and 1,1-cyclopropane diesters were evaluated, and the limitations of both reactions are discussed. Several mechanistic probes are detailed and synthetic applications are described.

Asymmetric Alkynylation of β-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes

The preparation of new chiral biphenylic λ3-iodane reagents bearing transferable alkynyl ligands is described. These reagents transfer their carbon-based ligands onto β-ketoesters with an enantiomeric excess (ee) up to 68 %, and most remarkably, enable the dearomative alkynylation of naphthols in good to high yields up to 84 % ee.