94835-61-7

Upstream product

• 99-91-2 para-chloroacetophenone 
• 104-88-1 4-chlorobenzaldehyde 
• 3490-92-4 methyl 2-cyano-3,3-bis(methylsulfanyl)acrylate 
• 17823-58-4 ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate 

Downstream Products

• 94835-42-4 4-cyclohexylamino-3-cyano-2H-pyran-2one 
• 134161-76-5 <5-(4-chlorophenyl)-1H-pyrazol-3-yl>acetonitrile 
• 388573-73-7 6-(4-chloro-phenyl)-2-oxo-4-(4-phenyl-piperazin-1-yl)-2H-pyran-3-carbonitrile 
• 388573-75-9 6-(4-chloro-phenyl)-4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-2-oxo-2H-pyran-3-carbonitrile 
• 68192-59-6 6-(4-chlorophenyl)-3-cyano-4-methylthio-2H-pyridone 
• 518308-79-7 6-(4-chlorophenyl)-2-oxo-4-(piperidin-1-yl)-2H-pyran-3-carbonitrile 

Relevant academic research and scientific papers

Synthesis, spectral characterization and photophysical studies of tetrahydroquinolines

A metal-free, ultrasound-assisted, fast synthesis of fluorescent N-Boc-protected 1,2,3,4–tetrahydroquinolines 9a-p is described through carbanion-induced ring transformation of 6-aryl-2H-pyran-2-ones 7 with tert?butyl 3-oxopiperidine-1-carboxylate 8 under

Design, synthesis, in vitro and in vivo biological evaluation of pyranone-piperazine analogs as potent antileishmanial agents

The current therapeutic regimen for visceral leishmaniasis is inadequate and unsatisfactory due to toxic side effects, high cost and emergence of drug resistance. Alternative, safe and affordable antileishmanials are, therefore, urgently needed and toward these we synthesized a series of arylpiperazine substituted pyranone derivatives and screened them against both in vitro and in vivo model of visceral leishmaniasis. Among 22 synthesized compounds, 5a and 5g showed better activity against intracellular amastigotes with an IC50 of 11.07 μM and 15.3 μM, respectively. In the in vivo, 5a significantly reduced hepatic and splenic amastigotes burden in Balb/c mice model of visceral leishmaniasis. On a mechanistic node, we observed that 5a induced direct Leishmania killing via mitochondrial dysfunction like cytochrome c release and loss of membrane potential. Taken together, our results suggest that 5a is a promising lead for further development of antileishmanial drugs.

Base-mediated alternate route for multi-functionalized allylbenzenes using ring transformation strategy

A simple yet innovative approach for the construction of multi-substituted allylbenzenes 14, 16 and 18 with ‘donor-acceptor’ functionalities has been delineated through base-mediated ring transformation of 6-aryl-2H-pyran-2-ones 13, 15 and 17 respectively

Synthesis of Solution-Processable Donor-Acceptor Pyranone Dyads for White Organic Light-Emitting Devices

A series of donor-acceptor pyranones (3a-m, 4a-h) were synthesized using α-oxo-ketene-S,S-acetal as the synthon for their application as emissive materials for energy-saving organic light-emitting devices (OLEDs). Among them, five pyranones 3f, 3g, 3h, 3m

Base-promoted regioselective synthesis of 1,2,3,4-terahydroquinolines and quinolines from N-boc-3-piperidone

An efficient synthesis of 1,2,3,4-tetrahydroquinolines with donor and acceptor group has been delineated by base mediated ring transformation of 6-aryl-4-substituted-2H-pyran-2-one-3-carbonitriles by N-boc-3-piperidone followed by consecutive deprotection

Chemoselective synthesis of isolated and fused fluorenones and their photophysical and antiviral properties

Highly functionalized fluorenones were synthesized by an intramolecular cyclization of 2′′-halo-[1,1′:3′,1′′-terphenyl]-4′-carbonitriles in the presence of n-butyllithium or lithium aluminium hydride. The precursor was synthesized by ring transformation o

Chemoselective synthesis of m-teraryls through ring transformation of 2 H-pyran-2-ones by 2-(1-arylethylidene)-malononitriles

We have developed a simple, efficient and chemoselective approach for the synthesis of m-teraryls by the reaction of 6-aryl-2-oxo-4-(sec.amino)-2H-pyran-3-carbonitriles and 2-(1-arylethylidene)malononitriles under basic conditions. We used 6-aryl-2-oxo-4-

Photophysical and electrochemical studies of highly fluorescent pyrazole and imidazole containing heterocycles

Highly congested pyrazole and imidazole ring containing heterocycles were studied for their photophysical and electrochemical properties. TDDFT calculations of the molecules were carried out using B3LYP/G(d,p) level theory in DMF medium and the results we

Microwave directed metal-free regiodivergent synthesis of 1,2-teraryls and study of supramolecular interactions

A microwave directed, simple and efficient synthesis of 3′-amino-5′-(sec.amino)-[1,1′:2′,1′′-teraryl]-4′-carbonitriles has been delineated through ring transformation reaction of 6-aryl-2-oxo-4-sec.amino-2H-pyran-3-carbonitriles by benzyl cyanide under ba

Base mediated regioselective synthesis of highly functionalized conjugated enones

A simple, regioselective, convenient, and base mediated synthesis of (2E,4E)-5-aryl-6-oxo-6-phenyl-3-sec.amino-hexa-2,4-dienenitriles has been achieved by the reaction of 6-aryl-4-sec.amino-2-oxo-2H-pyran-3-carbonitriles and benzyl cyanide. This reaction