76160-34-4

Usage

Physical state

White to light yellow powder

Molecular weight

282.13 g/mol

Usage

Used in various chemical reactions and synthetic processes, intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds

Potential applications

Building block for the synthesis of novel organic materials with specific properties in the field of materials science

Handling precautions

Potentially hazardous chemical, should be used in a controlled laboratory setting by trained professionals

InChI:InChI=1/C12H8BrNO/c13-10-6-2-1-5-9(10)12(15)11-7-3-4-8-14-11/h1-8H

Upstream product

• 76160-38-8 (2-bromophenyl)(pyridin-2-yl)methanol 
• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 7154-66-7 2-bromobenzoic acid chloride 
• 100-70-9 2-Cyanopyridine 
• 583-53-9 2,3-dibromobenzene 
• 17624-36-1 2-pyridyllithium 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 76160-38-8 (2-bromophenyl)(pyridin-2-yl)methanol 
• 1350476-54-8 (R)-o-(2-bromophenyl)-2-pyridinemethanol 
• 74309-56-1 2-[1-(2-bromophenyl)vinyl]pyridine 
• 31796-72-2 phenyl(2-pyridinyl)methanol 

Relevant academic research and scientific papers

Ortho-halogenated phenylpyridine ketone compound and preparation method thereof

The invention relates to an ortho-halogenated phenylpyridine ketone compound and a preparation method thereof. According to the invention, dibromohydantoin or dichlorohydantoin is taken as a halogenating reagent, and the ortho-halogenation of a diarylketo

Bifunctional Oxo-Tethered Ruthenium Complex Catalyzed Asymmetric Transfer Hydrogenation of Aryl N-Heteroaryl Ketones

A facile asymmetric transfer hydrogenation of ortho-substituted aryl N-heteroaryl ketones and non-ortho-substituted N-oxide of aryl N-heteroaryl ketones using a readily available oxo-tethered ruthenium complex as a catalyst and sodium formate as a hydrogen source in an aqueous solution has been discovered. A variety of chiral aryl N-heteroaryl methanols were obtained with up to 99.9% ee.

Ruthenium-catalyzed enantioselective hydrogenation of aryl-pyridyl ketones

Various substituted aryl-pyridyl ketones were hydrogenated in the presence of Ru-XylSunPhos-Daipen bifunctional catalytic system with enantiomeric excesses up to 99.5%. Upon introduction of a readily removable ortho-bromo atom to the phenyl ring, enantiomerically enriched 4-chlorophenylpyridylmethanol was obtained by hydrogenation method with 97.3% ee, which provided an important chiral intermediate for some histamine H1 antagonists.

Preparation and C-X reductive elimination reactivity of monoaryl Pd IV-X complexes in water (X = OH, OH2, Cl, Br)

Monohydrocarbyl palladium(IV) complexes bearing OH, OH2, Br, and Cl ligands at the metal and supported by facially chelating 1-hydroxy-1,1-bis(2-pyridyl)methoxide were readily prepared in water at 0 °C. These complexes reductively eliminate Ar-

2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction

A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.

A facile synthetic route for 2-pyridyl derivatives: direct preparation of a stable 2-pyridylzinc bromide and its copper-free and pd-catalyzed coupling reactions

Direct preparation of 2-pyridylzinc bromide has been developed. Interestingly, the subsequent coupling reactions with acid chlorides have been carried out without any transition metal catalyst. 2-Pyridylaryl compounds, symmetrical and unsymmetrical 2,2′-b

Chelating N-heterocyclic carbene alkoxide as a supporting ligand for PdII/IV C-H bond functionalization catalysis

(Chemical Equation Presented) A PdIV complex that represents a viable catalytic intermediate in Pd-catalyzed C-H bond halogenation reactions has been isolated and structurally characterized. It contains the first examples of both a PdIV NHC bond and a PdIV alkoxide bond and serves as a precatalyst for C-H bond halogenation. As such, this represents a new class of tunable supporting ligand systems in PdIV catalysis.

Scope and selectivity in palladium-catalyzed directed C-H bond halogenation reactions

Palladium-catalyzed ligand directed C-H activation/halogenation reactions have been extensively explored. Both the nature of the?directing group and the substitution pattern on the arene ring of the substrate lead to different reactivity profiles, and often different and complementary products, in the presence and absence of the catalyst.

A simple catalytic method for the regioselective halogenation of arenes

This paper describes a mild palladium-catalyzed method for the regioselective chlorination, bromination, and iodination of arene C-H bonds using N-halosuccinimides as oxidants. These transformations have been applied to a wide array of substrates and can provide products that are complementary to those obtained via conventional electrophilic aromatic substitution reactions.

Intramolecular radical additions to pyridines

Intramolecular 6-exolendo-trig and 5-exo-trig cyclisations of aryl radical intermediates to the α-, β- P- and γ-carbons of pyridine have been shown to be facile processes at neutral pH. The tether conjoining the radical donor to the pyridine plays an important role in determining the outcome of the reaction. When a Z-alkene is used as a tether, ortho-cyclisation proceeds in good yield. A more complex course is followed when a saturated two carbon tether is employed, leading to products derived from hydrogen atom abstraction, ipso-cyclisation and ortho-cyclisation pathways. All attempts to effect 5-exolendo-trig cyclisations failed. Tributyltin hydride, tris(trimethylsilyl)silane, tris(trimethylsilyl)germane and, in part, samarium(II) iodide can each be employed as mediators of the reaction.