100485-59-4

Usage

Uses

Used in Pharmaceutical Industry:
(Z)-1-(naphthalen-1-yl)ethanone oxime is used as a synthetic intermediate for the preparation of S(-)-1-(1''-naphthyl) ethanol, which is an essential component in the synthesis of mevinic acid analogs. Mevinic acid analogs have significant applications in the pharmaceutical industry, particularly in the development of drugs targeting cholesterol synthesis and other related conditions.
Used in Chemical Synthesis:
(Z)-1-(naphthalen-1-yl)ethanone oxime is also used as a key intermediate in the synthesis of various organic compounds, including those with potential applications in the chemical, pharmaceutical, and materials science industries. Its unique structure allows for further functionalization and modification, enabling the development of new molecules with specific properties and applications.

Upstream product

• 941-98-0 1'-naphthacetophenone 
• 110-86-1 pyridine 
• 64-17-5 ethanol 
• 13686-51-6 2-bromoaceto-1-naphthone 
• 1434602-86-4 C₁₂H₁₀BrNO 
• 546-88-3 acetylhydroxamic acid 
• 79-24-3 Nitroethane 
• 91-20-3 naphthalene 

Downstream Products

• 575-36-0 1-acetamidonaphthalene 
• 82572-09-6 C₂₄H₂₀NOP 
• 1243166-48-4 (1S)-1-(naphthalen-1-yl)ethanamine (R)-mandelate 
• 1073144-62-3 (1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate 
• 82572-04-1 (R)-<1-(1-Naphthyl)ethyl>ammonium chloride 
• 10319-80-9 thioacetic acid 1-naphthyl amide 
• 88827-09-2 1-(naphthalen-1-yl)-N-(1-phenylethyl)ethan-1-imine 
• 1434603-11-8 (Z)-1-(naphthalen-1-yl)ethanone O-benzyloxime 
• 1434603-31-2 (R)-N-(1-naphthalen-1-yl-ethyl)-3-phenyl-propionamide 
• 1434603-36-7 (R)-3-(2-chlorophenyl)-N-(1-naphthalen-1-ylethyl)propionamide 
• 1434603-50-5 (R)-N-[3-(2-chlorophenoxy)-propyl]-N-(1-naphthalen-1-ylethyl)-amine 
• 1434603-55-0 (R)-N-[3-(2,6-dimethyl-phenoxy)propyl]-(1-naphthalen-1-ylethyl)-amine 
• 1434603-61-8 (R)-N-1-(naphthalen-1-yl-ethyl)-[3-(3-trifluoromethyl-phenoxy)-propan]-1-amine 
• 1434603-67-4 (R)-(1-naphthalen-1-yl-ethyl)-(3-phenylsulfanyl-propyl)-amine 

Relevant academic research and scientific papers

Synthesis of 5-Vinyl-2-isoxazolines by Palladium-Catalyzed Intramolecular O-Allylation of Ketoximes

An efficient method for the synthesis of 5-vinyl-2-isoxazolines by Pd-catalyzed intramolecular O-allylation of ketoximes has been developed. The reaction involves Pd(0)-catalyzed π-allyl formation via leaving group ionization or Pd(II)-catalyzed allylic C-H activation followed by intramolecular nucleophilic oxime oxygen attack. This methodology has been elaborated to various value-added products by epoxidation, Wacker oxidation, cross-metathesis, hydroboration-oxidation, dihydroxylation, and catalytic hydrogenation.

Arylboronic Acid-Catalyzed C-Allylation of Unprotected Oximes: Total Synthesis of N-Me-Euphococcine

O-Unprotected keto-and aldoximes are readily C-allylated with allyl diisopropyl boronate in the presence of arylboronic acid catalysts to yield highly substituted N-α-secondary and tertiary homoallylic hydroxylamines. The method was used in the total synthesis of the trace alkaloid N-Me-Euphococcine.

CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles

An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range of pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible with this system. Mechanistic studies suggest a reaction cascade involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

SO2F2-Activated Efficient Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams

A novel, mild and practical protocol for the efficient activation of the Beckmann rearrangement utilizing the readily available and economical sulfuryl fluoride (SO2F2 gas) has been developed. The substrate scope of the operationally simple methodology has been demonstrated by 37 examples with good to nearly quantitative isolated yields (over 90 % yield in most cases) in a short time, including B(OH)2, COOH, NH2, and OH substituted substrates. A tentative mechanism was proposed involving formation and elimination of key intermediate, sulfonyl ester.

A preparation method of the compound including wo and using the organic phosphoric acid ester compound detection method

The invention discloses a method for preparing the compounds including wo using the organic phosphoric acid ester compound of the detection method. Including wo compound preparation method is as follows: the reaction substrate is soluble in the reaction solution, then adding hydroxylamine hydrochloride, the mixture is heated reaction; cooling to room temperature, collecting the reaction product on a short silica gel column and purification, eluting with organic solvent, the final product is obtained. The use of the above-mentioned compound detection organic phosphoric acid ester compound include: (1) including wo compound as a probe in a solution to be detected is added in the organophosphorus ester compound, reaction fluorescence detection; (2) in a two-dimensional metal carbide or nitride including wo compound is added, then the load on the glass carbon electrode, soaked in the but in the detection solution, after reaction of the electrochemical detection. The method has fast detection speed, high sensitivity, selectivity, stability is good, the false positive low and the like, it has broad application prospects.

Access to 2-Aroylthienothiazoles via C-H/N-O Bond Functionalization of Oximes

A novel strategy for the synthesis of 2-aroylthienothiazoles via C-H/N-O bond functionalization of ketoximes is developed. This reaction features excellent step- and atom-economy, as well as broad substrate scope. Various common ketoximes, even vinyl ketoximes, were efficiently converted to 2-aroylthienothiazoles. Preliminary mechanistic studies indicated that the radical process should be involved in this transformation. Moreover, the product exhibited good coordination with Cu(II), showing the potential application in the metal coordination field.

Enantioselective Hydrosilylation of Imines Catalyzed by Chiral Zinc Acetate Complexes

A series of zinc acetate complexes with optically pure diphenylethanediamine (DPEDA)-derived ligands have been employed as enantioselective catalyst for the hydrosilylation of various imines. High control of stereoselectivity (up to 97% ee) and excellent yields (up to 96%) were gained for a broad range of N-phosphinoylimines by using (R,R)-N,N′-dibenzyl-1,2-diphenylethane-1,2-diamine. This is the first successful application of an air-stable and environmentally friendly chiral Zn(OAc)2 complex instead of the previously used harmful diethylzinc in the asymmetric reduction of the C=N double bond.

Cobalt(III)-Catalyzed Dehydrative [4+2] Annulation of Oxime with Alkyne by C-H and N-OH Activation

Efficient, scalable cobalt-catalyzed redox-neutral [4+2] annulation of readily available oximes and alkyne is reported. The developed synthetic methodology is widely applicable and tolerates various functional groups including heterocycles. A stable CpCoIII neutral complex is employed as the catalyst for this redox-neutral [4+2] annulation reaction, which progresses smoothly by way of a reversible cyclometallation without any external oxidizing agent, and produces only water as the side product.

TETRAZOLINONE COMPOUND AND USE THEREOF

The compound represented by formula (1): wherein R4 and R5 each represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; R6 represents a C1-C4 alkyl group, a C3-C6 cycloalkyl group, or the like; R7, R8, and R9 each represents a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group, or the like; R13 represents a C1-C3 alkyl group, or the like; and Q represents a phenyl group, or the like; has an excellent control effect on pests.