4350-51-0

Upstream product

• 109-04-6 2-bromo-pyridine 
• 6952-59-6 3-cyanobromobenzene 
• 69113-59-3 3-iodobenzonitrile 
• 13737-04-7 2-(trimethylsilyl)pyridine 
• 5029-67-4 2-iodopyridine 
• 150255-96-2 (3‐cyanophenyl)boronic acid 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 
• 1008-89-5 2-phenylpyridine 
• 85553-53-3 3-(2-pyridinyl)benzaldehyde 
• 100-47-0 benzonitrile 
• 109-09-1 2-chloropyridine 
• 766-84-7 3-chloro-benzonitrile 
• 882521-96-2 pyridine-2-boronic acid N-phenyldiethanolamine ester 

Downstream Products

• 1431521-34-4 phenyl(3-(pyridin-2-yl)phenyl)methanone 
• 1443418-72-1 diisopropyl (4-cyano-2-(pyridin-2-yl)phenyl)phosphonate 

Relevant academic research and scientific papers

Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp2)-C(sp2) bond formation through selective C(sp2)-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.

Ruthenium-Catalyzed meta-Selective CAr-H Bond Formylation of Arenes

The meta-CAr-H bond formylation of arenes has been achieved using CHBr3 as a formyl source in the presence of [Ru(p-cym)(OAc)2] as a catalyst. This method provides efficient access to the preparation of various meta-substituted aromatic compounds, such as alcohols, ethers, amines, nitriles, alkenes, halogens, carboxylic acids, and their derivatives, through transformation of the versatile formyl group. Furthermore, mechanistic studies show that the key active species is a pentagonal ruthenacycle complex.

Preparation method of meta-position cyano-aromatic compound

The invention provides a preparation method of a meta-position cyano-aromatic compound. The meta-position cyano-aromatic compound is obtained by performing reaction on a meta-position formyl-aromaticcompound serving as a raw material and ammonium acetate. The preparation method comprises the following steps: directly adding the meta-position formyl-aromatic compound, the ammonium acetate, iodine,tert-butanol hydrogen peroxide, sodium carbonate and ethanol into a reaction device, stirring and heating to 45 to 55 DEG C, performing reaction for 7 to 9 hours and separating products to obtain themeta-position cyano-aromatic compound. Through the reaction, the meta-position cyano-aromatic compound can be obtained conveniently and rapidly.

Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides

Organic halides are important building blocks in synthesis, but their use in (photo)redox chemistry is limited by their low reduction potentials. Halogen-atom transfer remains the most reliable approach to exploit these substrates in radical processes despite its requirement for hazardous reagents and initiators such as tributyltin hydride. In this study, we demonstrate that a-aminoalkyl radicals, easily accessible from simple amines, promote the homolytic activation of carbon-halogen bonds with a reactivity profile mirroring that of classical tin radicals. This strategy conveniently engages alkyl and aryl halides in a wide range of redox transformations to construct sp3-sp3, sp3-sp2, and sp2-sp2 carbon-carbon bonds under mild conditions with high chemoselectivity.

Novel bis- and tris-cyclometalated iridium(III) complexes bearing a benzoyl group on each fluorinated 2-phenylpyridinate ligand aimed at development of blue phosphorescent materials for OLED

Novel bis- and tris-cyclometalated iridium(iii) complexes bearing a benzoyl group on each fluorinated 2-phenylpyridinate ligand were developed, aimed at the development of blue phosphorescent materials for organic light-emitting diodes (OLED). When acetylacetonate (acac) was employed as an ancillary ligand, the emission wavelength (λPL) of the 5′-benzoylated bis-cyclometalated complex was blue-shifted up to 479 nm (in dichloromethane at rt, emitting bluish green) in combination with fluorine substituents. Ancillary ligand replacement in the 2-(5-benzoyl-4,6-difluorophenyl)pyridinate-based bis-cyclometalated complex from acac to picolinate gave rise to a further blue shift of λPL to 464 nm, and sky-blue emission was observed. The 2-(5-benzoyl-4,6-difluorophenyl)pyridinate-based homoleptic tris-cyclometalated complex exhibited a more blue-shifted λPL at 463 nm than any other bis- and tris-cyclometalated complexes developed here, emitting sky blue with a photoluminescence quantum yield of 0.90 (in dichloromethane at rt). Using this sky-blue phosphorescent tris-cyclometalated complex as an emitting dopant, a poly(9-vinylcarbazole)-based OLED was fabricated, and excellent blue emission with a Commission Internationale de L'éclairage (CIE) chromaticity coordinate of (0.16, 0.28) was observed, where an external quantum efficiency (ηext) of 1.81% was obtained. The OLED performance was drastically improved by using a solution-processed double-emitting layer device structure, and ηexts of 8.55 and 7.46% were achieved for the present sky-blue phosphorescent bis- and tris-cyclometalated iridium(iii) complexes, respectively (CIE chromaticity coordinates: (0.17, 0.33) and (0.17, 0.29), respectively).

Efficient phosphine ligands for the one-pot palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction

We report the synthesis of 2-(anthracen-9-yl)-1H-inden-3-yl dicyclohexylphosphine and its use in palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction to prepare a variety of symmetrical and unsymmetrical biaryl compounds in excellent yield. This journal is

A mild negishi cross-coupling of 2-heterocyclic organozinc reagents and aryl chlorides

A mild Negishi cross-coupling of 2-heterocyclic organozinc reagents and aryl chlorides is described. The use of Pd2(dba)3 and X-Phos as a ligand provides high yields for many examples. An efficient method to generate the organozinc reagents at room temperature is also demonstrated.

Negishi coupling of 2-pyridylzinc bromide-paradigm shift in cross-coupling chemistry?

The efficient cross-coupling of 2-pyridylzinc bromide with functionalized aryl halides has been accomplished by a simple and highly efficient protocol. To the best of our knowledge, we report the first shelf life study of 2-pyridylzinc bromide which confirms the excellent stability of this compound and underlines the synthetic value of organozinc reagents in the cross-coupling reactions of sensitive heterocyclic nucleophiles on academic and commercial scale.

Synthesis of functionalized 2-arylpyridines from 2-halopyridines and various aryl halides via a nickel catalysis

An efficient nickel-catalyzed method devoted to the direct formation of functionalized 2-arylpyridines is described avoiding the prior preparation of organometallic species. Various functionalized 2-arylpyridines are obtained in moderate to excellent yields by a one-step chemical procedure from corresponding halides. The NiBr2(2,2′-bipyridine) complex appears to be an extremely suitable catalyst for the activation in the presence of manganese dust of aromatic halides and pyridyl halides functionalized by reactive groups. The versatility of this original process represents a simple alternative to most known methods using organometallic reagents.

Palladium-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides

Palladium-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides in the presence of stoichiometric silver(I) oxide, and catalytic TBAF allows the rapid preparation of the corresponding pyridin-2-ylaryl compounds in moderate to good yields