158014-83-6

Upstream product

• 1122-62-9 2-acetylpyridine 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1318265-76-7 (C₅H₄N)2C₅H₂NC₆H₄CH₂OC₆H₃C₃HO₂CH₃ 
• 89972-78-1 4'-(4-bromomethylphenyl)-2,2':6',2''-terpyridine 
• 1407183-51-0 pyridin-2-yl-((1S,2R,3R,4R)-3-(p-tolyl)bicyclo[2.2.1]hept-5-en-2-yl)methanone 

Relevant academic research and scientific papers

Large scale synthesis of 4′-(4-bromophenyl)-2,2′:6′,2″-terpyridine and nature of the mysterious green by-product

4′-(4-Bromophenyl)-2,2′:6′,2″-terpyridine (5) was prepared on a large scale (up to 100 g batches) from 2-[3-(4-bromophenyl)-1-oxoprop-2-enyl]pyridine (3a) and N-[2-oxo-2-(2-pyridyl)-ethyl]pyridinium iodide (4). In the presence of substoichiometric amounts

Design, synthesis, pharmacological evaluation and DNA interaction studies of binuclear Pt(II) complexes with pyrazolo[1,5-a]pyrimidine scaffold

Substituted pyrazolo[1,5-a]pyrimidine ligands were synthesized by cyclization, using 3-(thiophen-2-yl)-1H-pyrazol-5-amine with substituted enones (3-phenyl-1-(pyridin-2-yl)prop-2-en-1-one) in presence of KOH and DMF as solvent to form cyclic aromatic compounds. The substituted pyrazolo[1,5-a] pyrimidine based binuclear PtII complexes containing neutral tetradentated ligands have general formula [Pt2(5a–5f)Cl4], (where, (5a -5f) = pyrazolo[1,5-a] pyrimidine ligand). This compounds were characterized by physicochemical and spectroscopic method like elemental analyses, UV-Visible, FT-IR, EDX, TGA, molar conductivity, magnetic susceptibility measurements, mass spectroscopy, 1H and 13C NMR method. The square planar geometry was predicted by electronic spectral study. All PtII compounds were evaluated by antimicrobial assay, in vitro brine shrimp assay, in vivo cellular level bioassay using S. Pombe cells and anti-tuberculosis study. LC50 (50% lethal concentration) values of compounds are observed between 6.450 - 102.07?μg/mL. UV-vis absorption titration, competitive displacement assay, molecular docking and viscosity measurement were carried out to examine the binding type and binding strength of complexes. The binding studies suggest partial intercalative binding mode of the complexes and the observed binding constant (Kb) values are found in the order of 6d > 6b > 6c > 6a > 6e > 6?f. The anti-proliferative cytotoxicity of the synthesized PtII complexes (6a-6f) were tested against the HCT-116 (Human Colorectal Carcinoma) cancer cell line.

An Efficient Cyclic Di-AMP Based Artificial Metalloribozyme for Enantioselective Diels–Alder Reactions

The diverse structures of nucleic acids as scaffolds have brought the significant advancement for DNA-based enantioselective catalysis, yet RNA-based enantioselective catalysis is lacking investigation. Herein, we report a small, natural RNA of cyclic di-AMP (c-di-AMP) and Cu2+ ions assemble into an artificial metalloribozyme (c-di-AMP·Cu2+), that could effectively catalyze the enantioselective Diels–Alder reactions with up to 80 percent ee. The enantioselective catalytic performance of c-di-AMP·Cu2+ has been studied by thorough investigations of different metal cofactors, c-di-AMP/Cu2+ molar ratios, additives, buffers and c-di-AMP analogues. In addition, the assembly of c-di-AMP·Cu2+ gives rise to 300-fold and 5-fold rate acceleration compared to the uncatalyzed reaction and Cu2+ ions, respectively. This work provides a simple and efficient strategy to construct the RNA-based catalysts that would expand the current nucleic acids-based catalysis and might hint the possible catalytic RNA in primordial chemistry.

Solvent-free enantioselective conjugate addition and bioactivities of nitromethane to Chalcone containing pyridine

A series of chiral thioureas derived from quinine were tested as catalysts in the enantioselective Michael additions of nitromethane to α,β-unsaturated ketones containing pyridine. The best results were obtained with the bifunctional catalyst prepared from 3,5-di(trifluoromethyl)-aniline under solvent-free conditions. This thiourea promoted the reaction with high enantioselectivities and chemical yields for aryl ketones. The origins of enantioselectivity were further investigated via experiment and computation. Meanwhile, the products from our reaction showed potent antibacterial activities against rice bacterial leaf blight, with the S-enantiomer performing much better than the R-enantiomer. Given the promising bioactivity of this class of molecules, our work is expected to offer important applications in developing future generations for drug design.

N-Heterocyclic carbene-catalyzed diastereoselective synthesis of β-lactone-fused cyclopentanes using homoenolate annulation reaction

NHC-catalyzed annulation of enals with 2-enoylpyridines or 2-enoylpyridine N-oxides leading to the diastereoselective synthesis of β-lactone-fused cyclopentanes is reported. The reaction proceeds via the generation of homoenolate equivalent intermediates and tolerates a broad range of functional groups.

Intramolecular C-N bond formation under metal-free conditions: Synthesis of indolizines

Polysubstituted indolizine derivatives are constructed via intramolecular C-N bond formation/C-H bond cleavage under metal-free conditions. These methods offer straightforward pathways to transform pyridyl chalcones into a variety of indolizines.

ZnII-2,2′:6′,2″-terpyridine-based complex as fluorescent chemosensor for PPi, AMP and ADP

A new ZnII-2,2′:6′,2″-terpyridine complex, derivatized with a coumarin moiety (L1Zn), acts as a fluorescent chemosensor for different biologically important phosphates like PPi, AMP and ADP in mixed aqueous media. Depending on the pr

Synthesis of 3-(2-pyridyl)-2-pyrazoline derivatives as candidates for heterocyclic chiral ligands of the chirality relay types

The synthetic work of 3-(2-pyridyl)-2-pyrazolines bearing a chiral center at the 5-position is presented. Three synthetic routes have been examined, including (1) intramolecular cyclization of the hydrazones of ε,β unsaturated ketones, (2) synthesis of N-

Lewis acid catalysis of a Diels-Alder reaction in water

Here we report the first detailed study of a Diels-Alder (DA) reaction that is catalyzed by Lewis acids in water. The effect of Co2+, Ni2+, Cu2+ and Zn2+ ions as Lewis acid catalysts on the rate and endo-exo selectivity of the DA reaction between the bidentate dienophiles 3-phenyl-1-(2-pyridyl)-2-propen-1-ones (1a-e) and cyclopentadiene (2) in water has been studied. Relative to the uncatalyzed reaction in acetonitrile, catalysis by 0.010 M Cu(NO3)2 in water accelerates the reaction by a factor of 79300. The kinetics of the catalyzed reaction were analyzed in terms of equilibrium constants for complexation of the Lewis acid with 1a-e and rate constants for the reaction of the resulting complexes with 2. The rate enhancement imposed upon the uncatalyzed DA reaction of substrates 1 with 2 by water is much more pronounced than that for the catalyzed reaction. The increase of the endo-exo selectivity induced by water in the uncatalyzed process is completely absent for the Lewis acid catalyzed reaction. The modest solvent and substituent effects observed for the catalyzed reaction indicate that the change in charge separation during the activation process is not larger than the corresponding change for the uncatalyzed reaction.