184648-01-9

Upstream product

• 589-92-4 1-methylcyclohexan-4-one 
• 109-77-3 malononitrile 

Downstream Products

• 1055328-73-8 C₂₁H₂₄N₂O₂ 
• 1055329-01-5 C₂₁H₂₄N₂O₂ 
• 1055328-74-9 C₂₀H₂₁ClN₂O 
• 1055329-02-6 C₂₀H₂₁ClN₂O 
• 1055328-75-0 C₂₀H₂₁ClN₂O 
• 1055328-76-1 C₂₀H₂₁ClN₂O 
• 1055328-72-7 C₂₀H₂₂N₂O 
• 1055329-00-4 C₂₀H₂₂N₂O 

Relevant academic research and scientific papers

Asymmetric organocatalytic vinylogous Michael addition triggered triple-cascade reactions of 2-hydroxycinnamaldehydes and vinylogous nucleophiles: construction of benzofused oxabicyclo[3.3.1]nonane scaffolds

An organocatalytic vinylogous Michael addition triggered triple-cascade reaction has been developed. 2-Hydroxycinnamaldehydes worked under iminium activation with either acyclic or cyclic ketone-derived α,α-dicyanoalkenes, yielding the benzofused oxabicyclo[3.3.1]nonanes bearing one quaternary stereocenter with excellent stereoselectivities.

Methods and compositions for terpenoid tricycloalkane synthesis

In one aspect, the disclosure relates to methods for preparation of intermediates useful for the preparation of terpenoid cores. In a further aspect, the disclosed methods pertain to the preparation of compounds comprising a terpenoid core or scaffold, su

An Enyne Cope Rearrangement Enables Polycycloalkane Synthesis from Readily Available Starting Materials

Cyclohexanone-derived Knoevenagel adducts (cyclohexylidenemalononitriles) and two different propargyl electrophiles serve as carbon sources for assembling diverse 6/7/5 tricycloalkanes, a common terpenoid framework. The sequence involves three unique reac

Synthesis and bioactivity of novel amino-pyrazolopyridines

Here we describe the synthesis and biological activity of novel amino-pyrazolopyridines with anti-NF-κB and pro-apoptotic potential. α-Methylene ketones were used as a starting point for synthesis of amino-pyrazolopyridine 3. The alkylidene malononitriles 1 were obtained by the Knoevenagel reaction of ketones with malononitriles. Vilsmeier-Haack reaction allowed direct access to 2-chloro-3-cyanopyridines 2. Those products, by refluxing with hydrazine hydrate, allowed cyclization to amino-pyrazolopyridines 3a-g, which were not previously described in the literature. Bioactivity results indicated that amino-pyrazolopyridines 3a, 3b and 3g induced apoptotic cell death in K562 cancer cells with an IC50 of 36.5 ± 3.9 μM, 27.6 ± 4.5 μM and 35.0 ± 2.3 μM, respectively, after 72 h. In addition, compounds 3a, 3b and 3g exerted NF-κB inhibition activity with an IC50 of 4.7 ± 1.6 μM, 6.9 ± 1.9 μM and 39.8 ± 3.9 μM, respectively, after 8 h in K562 cells activated with TNFα. Compounds 3b and 3g showed interesting differential toxicity as viability of peripheral blood mononuclear cells (PBMCs) from healthy donors remained largely unaffected by this treatment.

Experimental evidence for a dual site mechanism in Sn-Beta and Sn-MCM-41 catalysts for the Baeyer-Villiger oxidation

It is postulated that the catalytic active centre in Sn-Beta and Sn-MCM-41 zeolites for Baeyer-Villiger oxidations involves not only the framework Sn sites but also an associated "basic" oxygen that stabilises the reaction transition state through hydrogen bonding. The presence of these "basic" sites has been studied by cross-polarization MAS NMR H → Sn, and by carrying out the condensation of ketones with malononitrile. The reaction proceeds highly selectively and the reactivity of the substrates corresponds to that of the ketones in the Baeyer-Villiger oxidation with hydrogen peroxide, catalysed with tin-containing molecular sieves.

Novel thienopyridines and pyrazolopyridines as potential pharmaceutically active compounds

Cycloalkenocondensed chlorocyanopyridines 2 are synthesized from cycloalkylidenemalononitriles 1. Compounds 2 react with thioglycolacidesters via thioethers 3 to thienopyridines 4 and with hydrazine to pyrazolopyridines 5.