1131-33-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Phenylpyridine 1-oxide is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a building block for the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Phenylpyridine 1-oxide serves as an intermediate for the production of agrochemicals. Its involvement in the synthesis of these compounds aids in the development of pesticides and other agricultural products designed to protect crops and enhance yield.
Used in Dye Industry:
2-Phenylpyridine 1-oxide is utilized as an intermediate in the dye industry for the creation of various dyes. Its chemical properties make it suitable for the production of colorants used in textiles, plastics, and other materials.
Used in Resin and Polymer Production:
2-PHENYLPYRIDINE 1-OXIDE is also used as an intermediate in the production of resins and polymers. Its role in the synthesis process is vital for creating materials with specific properties required in various applications, such as coatings, adhesives, and composites.
Given the potential toxicity and irritant nature of 2-Phenylpyridine 1-oxide, it is essential to implement proper safety measures during its handling and use in these industries to ensure the well-being of workers and the environment.

InChI:InChI=1/C11H9NO/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H

Upstream product

• 2402-95-1 2-chloropyridine-N-oxide 
• 98-80-6 phenylboronic acid 
• 2403-02-3 4-carboxy-2-nitropyridine N-oxide 
• 100-58-3 phenylmagnesium bromide 
• 504-29-0 2-aminopyridine 
• 15009-91-3 2-nitropyridine 
• 694-59-7 pyridine N-oxide 
• 65-85-0 benzoic acid 
• 108-86-1 bromobenzene 
• 14305-17-0 2-bromopyridine-N-oxide 
• 824-40-8 2-pyridinecarboxylic acid N-oxide 
• 591-50-4 iodobenzene 
• 110-86-1 pyridine 
• 71-43-2 benzene 

Downstream Products

• 3558-69-8 2,6-diphenylpyridine 
• 1008-89-5 2-phenylpyridine 
• 13382-54-2 2-chloro-6-phenyl-pyridine 
• 57311-18-9 4-chloro-2-phenyl-pyridine 
• 78500-88-6 2,6-diphenylpyridine-N-oxide 
• 1041859-77-1 (E)-2-(3-tert-butoxy-3-oxoprop-1-enyl)-6-phenylpyridine N-oxide 
• 1078144-72-5 2-(naphthalen-1-yl)-6-phenylpyridine 1-oxide 
• 1078144-68-9 2-phenyl-6-(4-(trifluoromethyl)phenyl)pyridine 1-oxide 
• 46181-30-0 6-methyl-2-phenylpyridine 
• 1126110-22-2 2-cyclohexyl-6-phenylpyridine N-oxide 
• 60272-70-0 2-isopropyl-6-phenylpyridine 

Relevant academic research and scientific papers

2-Position-Selective Trifluoromethylthiolation of Six-Membered Heteroaromatic Compounds

The regioselective C-H trifluoromethylthiolation of six-membered heteroaromatic compounds via nucleophilic attack of a CF3S source on the electrophilically activated six-membered heteroaromatic ring was developed. The reaction proceeds in good yield with good functional group tolerance, even on a gram-scale. The key to the successful regioselective transformation is the presence of an additive (2,4-dinitrobenzenesulfonyl chloride). The regioselective trifluoromethylthiolation of quinidine derivative is also demonstrated. Trifluoromethylthiolation, followed by S-oxidation, affords the corresponding sulfones.

Dehydrogenative etherification homocoupling of heterocyclic N-oxides

A novel approach was developed for the dehydrogenative etherification homocoupling of heterocyclic N-oxides in the presence of silver oxide and PyBroP. Various substrates were well tolerated and the desired products were obtained in moderate to good yields. Generally, this reaction features excellent functional group compatibility, broad substrate scope and good regioselectivity.

Arylation of pyridine N-oxides via a ligand-free Suzuki reaction in water

We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water. This ligand-free Suzuki reaction is performed in the presence of diisopropylamine and gi

Copper-Catalyzed Regioselective Cascade Alkylation and Cyclocondensation of Quinoline N-Oxides with Diazo Esters: Direct Access to Conjugated π-Systems

An inexpensive copper-catalyzed cascade regioselective alkylation, followed by cyclocondensation of quinoline N-oxides with α-diazo esters has been achieved successfully to provide heteroarene-containing conjugated π-systems. The developed method is simple, straightforward, and economical with a broad range of substrate scope. The dual role of copper catalyst in the C?H bond functionalization and in Lewis acid-promoted cyclization was explored.

2-Position-selective C[sbnd]H fluoromethylation of six-membered heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide

A mild and efficient method for the regioselective C[sbnd]H fluoromethylation of heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide is presented. With LiOt-Bu as the base and DMSO as the solvent, this reaction delivers a series of C2-fluor

A Photosensitizer-Free Radical Cascade for Synthesizing CF3-Containing Polycyclic Quinazolinones with Visible Light

Herein, we report an efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of N-cyanamide alkenes for the synthesis of functionalized quinazolinones. Importantly, the reaction is carried out under mild conditions without any addi

Copper/manganese oxide catalyzed regioselective amination of quinoline N-oxides: An example of synergistic cooperative catalysis

An atom economical and efficient protocol for C-2 amination of quinoline N-oxides using our synthesized recyclable heterogeneous Cu–MnO catalyst has been reported here. Direct C[sbnd]H aminations of heterocyclic N-oxides with secondary amine were carried out under base, and ligand-free conditions in good to excellent yields. The major advantage is that air is used as a sole oxidant and our catalyst is recycled several times.

Visible-light-promoted c2 selective arylation of quinoline and pyridine n-oxides with diaryliodonium tetrafluoroborate

A protocol of visible-light-promoted C2 selective arylation of quinoline and pyridine N-oxides, with diaryliodonium tetrafluoroborate as an arylation reagent, using eosin Y as a photocatalyst for the construction of N-heterobiaryls was presented. This met

Preparation method of 2-phenyl substituted pyridine nitrogen oxide compound

The invention discloses a preparation method of a 2-phenyl substituted pyridine nitrogen oxide compound, relates to a preparation method of a pyridine nitrogen oxide derivative, and aims to solve thetechnical problems of flammability, explosiveness, harsh reaction conditions and poorer regioselectivity of a catalyst in the conventional direct selective functionalization method. The method comprises the following steps: adding the pyridine nitrogen oxide derivative, diphenyl iodide tetrafluoroborate, an eosin Y catalyst, an alkali and an additive into a transparent reactor at room temperature,and sealing; replacing air in the reactor with nitrogen to form a nitrogen atmosphere, injecting a solvent, and uniformly mixing; irradiating the reactor with blue LEDs lamp light for reaction; afterthe reaction is finished, removing the solvent through rotary evaporation, and then performing separation and purification of prefabricated silica gel column chromatography to obtain the 2-phenyl substituted pyridine nitrogen oxide compound, and the structural formula of the 2-phenyl substituted pyridine nitrogen oxide compound is as shown in the specification, R1 is hydrogen, alkyl, nitrile group, halogen, phenyl or nitro; the 2-phenyl substituted pyridine nitrogen oxide compound can be used in the fields of screening of drug lead compounds or biological activity test and research.

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.