Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10587738 | Bioorganic & Medicinal Chemistry Letters | 2013 | 18 Pages |
Abstract
A library of novel 5-amino-2,7-diaryl-2,3-dihydrobenzo[b]thiophene-4,6-dicarbonitriles have been synthesized regioselectively in good yields through the one-pot domino reactions of 5-aryldihydro-3(2H)-thiophenones, malononitrile and aromatic aldehydes in the presence of morpholine. This transformation presumably involves Knoevenagel condensation-Michael addition-intramolecular Thorpe-Ziegler cyclization-Tautomerization-Elimination sequence of reactions. These compounds were evaluated for their acetylcholinesterase (AChE) inhibitory activity and 5-amino-2,7-bis(4-methoxyphenyl)-2,3-dihydrobenzo[b]thiophene-4,6-dicarbonitrile was found to be the most potent against AChE with IC50 4.16 μmol/L.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Veerappan Jeyachandran, Raju Ranjith Kumar, Mohamed Ashraf Ali, Tan Soo Choon,