29767-97-3

Usage

InChI:InChI=1/C10H11NO/c1-10(2,12)7-6-9-5-3-4-8-11-9/h3-5,8,12H,1-2H3

Upstream product

• 109-04-6 2-bromo-pyridine 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 109-09-1 2-chloropyridine 
• 1945-84-2 2-ethynylpyridine 
• 67-64-1 acetone 
• 5029-67-4 2-iodopyridine 

Downstream Products

• 1945-84-2 2-ethynylpyridine 
• 1334217-40-1 2,2-dimethyl-5-phenyl-4-(pyridin-2-yl)furan-3(2H)-one 
• 1360703-71-4 (Z)-3-benzoyl-5,5-dimethyl-4-(pyridin-2-ylmethylene)oxazolidin-2-one 
• 1422427-37-9 4-methyl-1-(4-nitrophenyl)-2-(pyridin-2-yl)penta-2,3-dien-1-ol 
• 1422427-36-8 4-(1-hydroxy-4-methyl-2-(pyridin-2-yl)penta-2,3-dienyl)benzonitrile 

Relevant academic research and scientific papers

Synthesis of Oxazolidin-2-ones by Tandem Cyclization of Propargylic Alcohols and Phenyl Isocyanate Promoted by Silver Catalysts as π-Lewis Acids

Highly Z-selective syntheses of oxazolidin-2-ones from propargylic alcohols containing internal alkynes and phenyl isocyanate were achieved by using a combination of silver acetate and N,N-dimethylaminopyridine. The catalytic system was applied to proparg

Fused Selenazolinium Salt Derivatives with a Se-N+ Bond: Preparation and Properties

Convenient methods for the preparation of stable, fused selenazolinium salt systems with a Se-N+ bond have been developed. The mechanism for the formation of the selenazole cycle was investigated in detail by conducting multinuclear NMR experiments. The ability of these compounds to form stable inner salts was demonstrated. We have shown the glutathione peroxidase (GPx) like properties of selenazolopyridinium salts by oxidizing sulfur-containing natural amino acids, as well as aromatic and heteroaromatic aldehydes. The molecular structures of most of the compounds were confirmed by X-ray diffraction studies.

A copper-free, cross-coupling of terminal alkynes with hetaryl halides

Substituted ethynyl heterocycles and heteroarylbutenynes are synthesized efficiently in good yields via a copper-free, cross-coupling reaction.

Unusual regioselectivity in the aldehyde addition reactions of allenyl/propargyl zirconium complexes derived from γ-(2-Pyridyl)propargyl ethers: Synthesis of multisubstituted α-hydroxyallenes

Zirconium-mediated reactions of γ-(2-pyridyl)propargyl ethers with aldehydes afford α-hydroxyallenes selectively via the formation of allenyl/propargyl zirconium species. The reaction outcome is quite different to that of the reactions using propargylic ethers without a pyridyl group reported so far, in which homopropargyl alcohols were formed predominantly. The structure of allenylzirconium intermediate has been confirmed by X-ray crystal analysis which reveals an intramolecular Zr-N coordination. DFT calculations suggest that the smaller steric effect of the pyridine ring compared with the phenyl ring and its capability to form hydrogen bondings with hydrogen atoms of the Cp ligand and the aldehyde may account for the observed regioselectivity.

Synthesis of 2,3-diiodoindenes and their applications in construction of 13H-indeno[1,2-l]phenanthrenes

A series of 2,3-diiodoindene were synthesized at first, and 13H-indeno[1,2-l]phenanthrenes were then constructed via a Suzuki coupling reaction and subsequently a Scholl reaction. Structures of synthesized compounds were fully characterized by 1H NMR, 13C NMR, and HRMS. Their photophysical properties, such as UV-vis and FL spectra were investigated, and electronic properties were theoretically calculated by the software of Gaussian 03. The results suggested that these modified indene and indenophenanthrene compounds might have potential applications as light emitting materials.

Synthesis of polydiacetylenes with pyridyl groups directly bound to the main chain

N-Substituted carbamic acid esters of 8-pyridyl-5,7-octadiyn-1-ol were synthesized and all the monomers showed solid-state polymerizabilities by UV irradiation to give polydiacetylenes with pyridyl groups directly bound to the -conjugated backbone. Hydrogen-bond complexes of these monomers with dodecanoic acid (DA) or perfluorododecanoic acid (PFDA), in which the pyridyl nitrogen atom formed a hydrogen bond with the hydrogen atom of the carboxyl group, were also prepared. Although complex formability of DA with the monomers in this study was not so high, many PFDA complexes were obtained because of the higher acidity. All complexes could be polymerized in the solid state and the conversion increased by complexation compared with the original monomers. More favorable monomer stacking for solid-state polymerization could be achieved by combination of intermolecular hydrogen bonds between urethane groups and alkyl (or perfluoroalkyl) chain packing. Copyright

Sonogashira reaction of aryl and heteroaryl halides with terminal alkynes catalyzed by a highly efficient and recyclable nanosized MCM-41 anchored palladium bipyridyl complex

A heterogeneous catalyst, nanosized MCM-41-Pd, was used to catalyze the Sonogashira coupling of aryl and heteroaryl halides with terminal alkynes in the presence of CuI and triphenylphosphine. The coupling products were obtained in high yields using low Pd loadings to 0.01 mol%, and the nanosized MCM-41-Pd catalyst was recovered by centrifugation of the reaction solution and re-used in further runs without significant loss of reactivity.

Electronic effects in the Pt-catalyzed cycloisomerization of propargylic esters: Synthesis of 2,3-disubstituted indolizines as a mechanistic probe

(Chemical Equation Presented) The initial 5-exo versus 6-endo cyclization of the acyl group onto the activated alkyne of propargylic esters has been found to be dependent on electronic effects of the acyl, alkyne, and propargylic carbon substituents. Thes

Sonogashira coupling of aryl halides catalyzed by palladium on charcoal

With the proper choice of solvent, palladium on charcoal acts as an efficient catalyst in the Sonogashira cross-coupling reaction of aryl bromides. The catalytically active species in the process is probably palladium, which leaches into the solution but

Stereoselective addition reactions of diphenylphosphine to pyridyl and pyrimidylalkynes: Chiral 1,2-diheteroaryl-1,2-bis(diphenylphosphino)ethanes and their Group 6 metal carbonyl complexes

The base-catalysed addition of diphenylphosphine to the diarylethynes RCCR′ (R=R′=2-pyridyl 1; R=R′=3-pyridyl 2; R=2-pyridyl, R′=3-pyridyl 3; R=phenyl, R′=2-pyridyl 4, 3-pyridyl 5, 2-pyrimidyl 6) yield diphosphines of general formula Ph2PCH(R)CH(R′)PPh2 together with alkene by-products Ph2PC(R)=CHR′ and HC(R)=C(R′)PPh2 in all cases except 1. Selected P,P′-coordinated M(CO)4 complexes (M=Mo, W) of the diphosphines have been prepared and their 1H-, 13C- and 31P-NMR data are presented. The pattern of 13CO-NMR signals for the tetracarbonyl complexes was used unambiguously to determine the stereochemistry of the parent diphosphine. At moderately elevated temperatures, nitrogen coordination of 2-pyridyl and 2-pyrimidyl groups occurred for tetracarbonyl complexes of meso- or erythro-stereochemistry, but not for complexes of rac- or threo-form, to yield corresponding fac-tricarbonyl complexes. At 162°C the complex cis-rac-(CO)4W{P,P′-Ph2PCH(R)CH(R)PPh2} (R=R′=2-pyridyl) is converted quantitatively into fac-erythro-(CO)3W{P,P′,N-Ph2PCH(R)CH(R)PPh 2} via an inversion/N-coordination pathway.