An efficient one-pot, catalyst-free, and four-components procedure for the synthesis of novel 10b-hydroxy-4-nitro-5-phenyl-2,3,5,5a-tetrahydro-1H-imidazo[1,2-a]indeno[2,1-e]pyridin-6(10bH)one derivatives from corresponding diamine, nitro ketene dithioacetal, aldehydes and 1,3-indandione in ethanol has been achieved upon a Knoevenagel condensation-Michael addition-tautomerismcyclisation sequence. All the newly synthesized compounds were screened for molecular docking studies. Molecular docking studies were carried out using the crystal structure of HIV protease enzyme. Some of the compounds obtain minimum binding energy and good affinity toward the active pocket of HIV protease enzyme in compare with Saquinavir as a standard HIV protease inhibitor.
4‐Nitro‐2,3‐dihydrospiro[imidazo[1,2‐a]indeno[2,1‐e]pyridine‐5,3′‐indoline]‐2′,6(1H)‐dione derivatives have been synthesized in good yields in a one‐pot four‐component, and efficient process by reaction of corresponding isatins, 1,3‐indandione, diamine, and nitro ketene dithioacetal in the presence of KAl(SO4)2.12H2O (Alum) as a nontoxic and easily available heterogeneous green catalyst.
1H‐imidazol[1,2‐a]indeno[2,1‐e]pyridine‐6(5H)‐ones derivatives were synthesized in a one‐pot four‐component condensation of corresponding aldehydes, 1,3‐indandione, diamine, and nitro ketene dithioacetal using KAl(SO4)2·12H2O (alum) as nontoxic, reusable, inexpensive and easily available catalyst in good to excellent yields. This green protocol provides a powerful entry into fused polycyclic structures related to bioactive heterocycles.
The title compounds are prepared by multicomponent condensation of ethylenediamine, ketene dithioacetal, aldehydes, and indandione using alum as catalyst in good to excellent yields under green reaction conditions.
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