1,3-Dipolar Cycloaddition Reaction: Synthesis and Configuration of Norcantharidin Derivatives of Substituted Aromatic Amine.

ChemInform ◽  
2007 ◽  
Vol 38 (39) ◽  
Author(s):  
Liping Deng ◽  
Yongzhou Hu
2015 ◽  
Vol 11 ◽  
pp. 1434-1440 ◽  
Author(s):  
Dileep Kumar Singh ◽  
Mahendra Nath

A novel series of β-triazoloporphyrin–xanthone conjugates and xanthone-bridged β-triazoloporphyrin dyads has been synthesized in moderate to good yields through Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction of copper(II) 2-azido-5,10,15,20-tetraphenylporphyrin or zinc(II) 2-azidomethyl-5,10,15,20-tetraphenylporphyrin with various alkyne derivatives of xanthones in DMF containing CuSO4 and ascorbic acid at 80 °C. Furthermore, these metalloporphyrins underwent demetalation under acidic conditions to afford the corresponding free-base porphyrins in good to excellent yields. After successful spectroscopic characterization, these porphyrins have been evaluated for their photophysical properties. The preliminary results revealed a bathochromic shift in the UV–vis and fluorescence spectra of these porphyrin–xanthone dyads.


2007 ◽  
Vol 85 (11) ◽  
pp. 938-944 ◽  
Author(s):  
Liping Deng ◽  
Li Shen ◽  
Jing Zhang ◽  
Bo Yang ◽  
Qiaojun He ◽  
...  

A series of norcantharidin (NCTD) analogues have been synthesized by [3+2]1,3-dipolar cycloaddition reaction of norcantharidin derivatives of substituted aromatic amines with four nitrile oximes. All analogues have been screened for their antiproliferative activity in vitro against a panel of tumor cell lines: KB, SGC-7901, HL60, Bel-7402, HO-8910, and ECA109, producing IC50 values from 0.36 µmol/L to >100 µmol/L. Compound 9d showed potency for the treatment of hepatoma, with IC50 value to Bel-7402 cell line comparable to that of norcantharidin.Key words: norcantharidin analogues, isoxazoline, growth inhibition.


2017 ◽  
Vol 25 (1) ◽  
pp. 51-62 ◽  
Author(s):  
Mehdi Abaszadeh ◽  
Mohammad Seifi

AbstractKF/Al2O3as a green and efficient catalyst has been used for synthesis of indolizine-1-carbonitrile derivatives. It can be proceeded by using 1,3-dipolar cycloaddition reaction of 1-alkyl-2-chloropyridinium bromides, malononitrile and benzaldehyde in ethanol, at reflux. The great advantage of this catalyst is the ease of handling. KF/Al2O3can be used and removed by filtration, avoiding cumbersome aqueous workups and decreasing solvent waste handling issues. High conversions, short reaction times and a cleaner reaction profiles are some of the outstanding advantages of this method.


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