16844-10-3

Upstream product

• 108-99-6 3-Methylpyridine 
• 70-11-1 α-bromoacetophenone 
• 2033-24-1 cycl-isopropylidene malonate 
• 104-87-0 4-methyl-benzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 
• 100-52-7 benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 587-04-2 m-Chlorobenzaldehyde 
• 769-42-6 1,3-dimethylbarbituric acid 

Downstream Products

• 40538-62-3 2-(3-methyl-piperidino)-1-phenyl-ethanone; hydrobromide 
• 90625-68-6 (3aS,4S,9aS,9bR)-4-Benzoyl-9-methyl-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 90625-67-5 (3aS,4S,9aR,9bR)-4-Benzoyl-7-methyl-2-p-tolyl-3a,4,9a,9b-tetrahydro-pyrrolo[3,4-a]indolizine-1,3-dione 
• 3557-65-1 2-biphenyl-4-yl-4,6-diphenyl-pyridine 
• 72666-41-2 4-Benzo[1,3]dioxol-5-yl-2-biphenyl-4-yl-6-phenyl-pyridine 
• 56241-32-8 3-methylpyridinium benzoylmethylide 
• 580-35-8 2,4,6-triphenylpyridine 
• 120590-35-4 3-benzoyl-8-methyl-2-methylthioimidazo<1,2-a>pyridine 
• 128381-32-8 E-3',5'-dibenzoylspiro<4-azafluoren-9,4'-(1-pyrazoline)> 
• 128381-32-8 Z-3',5'-dibenzoylspiro<4-azafluoren-9,4'-(1-pyrazoline)> 

Relevant academic research and scientific papers

Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions

A direct metal-free method for the synthesis of perfluoroalkylated indolizines by means of DIPEA-promoted tandem C[sbnd]N/C[sbnd]C bond formation was developed. Various substituted pyridines and bromoacetyl derivatives with methyl perfluoroalk-2-ynoates proceeded smoothly in this mild transformation, and the desired products were obtained in good to excellent yields under air.

Synthesis of zwitterionic salts of pyridinium-meldrum acid and barbiturate through unique four-component reactions

An efficient synthetic procedure for the preparation of the unusual charge-separated pyridinium-Meldrum acid and N,N-dimethylbarbiturate acid zwitterionic salts was developed though a unique one-pot fourcomponent reaction involving pyridine, aromatic aldehyde, Meldrum acid or N,N-dimethylbarbituric acid, and p-nitrobenzyl bromide in acetonitrile. By varying combinations of four components involving nitrogencontaining heterocycles, we conveniently established reactiveα-halomethylene compounds, aldehydes and β-dicarbonyl compounds a library of zwitterionic salts.

Effect of structure of nucleophile and substrate on the quaternization of heterocyclic amines

The influence of the nature of the quaternizing agent and substrate on the quaternization of heterocyclic amines, derivatives of pyridine, ss-picoline, nicotinamide, pyridoxine, was studied. The synthesized compounds were characterized by IR spectroscopy and elemental analysis. The conclusions were made about the effect of the structure of nucleophile and substrate on the process of quaternization reaction. Pleiades Publishing, Ltd., 2010.

Novel one-pot three component reaction for the synthesis of [2-(alkylsulfanyl)imidazo[1,2-a]pyridin-3-yl](aryl)methanone

A one-pot, three-component reaction between pyridine, phenacyl bromide, and thiocyanate is described. The reaction afforded the corresponding special type of fully substituted imidazo[1,2-a]pyridine derivatives in good yields without using any catalyst or activation.

Kinetics and Mechanism of the Pyridinolysis of Phenacyl Bromides in Acetonitrile

Kinetic studies of the reactions of substituted phenacyl bromides (YC6H4COCH2Br) with pyridines (XC5H4N) are carried out in acetonitrile at 45.0°C. A biphasic Bronsted plot is obtained with a change in slope from a large (βX ? 0.65-0.80) to a small (βX ? 0.36-0.40) value at pKao = 3.2-3.6, which can be attributed to a change in the rate-determining step from breakdown to formation of a tetrahedral intermediate in the reaction path as the basicity of the pyridine nucleophile increases. This mechanism is supported by the faster rates with pyridines than with anilines and the change of cross-interaction constant ρXY from a large positive (ρXY ? +1.4) to a small positive (ρXY ? +0.1) value. The large magnitude of Hammett ρX (= -5.5 to -6.9) values for the pyridines with electron-withdrawing substituents and positive deviations of the π-acceptors, p-CH3CO and p-CN, are quite similar to those for the pyridinium ion formation equilibria. The activation parameters are also in line with the proposed mechanism.

Kinetics of Reaction of Phenacyl Bromide with 3- and 4-Substituted Pyridines and 4-Substituted 4-Styrylpyridines

The rates of reaction of phenacyl bromide with 3- and 4-substituted pyridines and 4'-substituted 4-styrylpyridines have been measured in aq. acetone (90percent, v/v) at 30 deg C, 35 deg C and 40 deg C and the activation parameters have been evaluated.Satisfactory Hammett correlations are obtained for both pyridine and styrylpyridine series.The effectiveness of transmission of substituent effect in styrylpyridine system relative to pyridine system in this reaction is calculated to be 0.104.From the Bronsted relationship the coefficient (βN) is found to be 0.48, indicating that the extent of bond formation in the transition state is moderate.

Studies on Cycloimmonium Ylides. Synthesis of Some 2,4,6-Triaryl-Substituted Pyridines via Picolinium Ylides

A wide variety of 2,4,6-triaryl-substituted pyridines have been synthesized by the interaction of aroylmethylenepicolinium ylides with different α,β-unsaturated ketones.The structural assignments were based on microanalytical and spectral data.