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In the present study, lanthanide polychelates of 2,4-dihydroxy acetophenone (DHAP) were evaluated for their applicability as green catalyst for various Biginelli reactions. Polymeric resins of DHAP (DHAP-1,2 PD, DHAP-1,3 PD, DHAP-1,3 BD and DHAP-1,4 BD) were synthesized and carried forward for the preparation of their polychelates with lanthanide metal ions viz. La3+, Pr3+, Nd3+, Sm3+, Gd3+, Tb3+ and Dy3+. The polychelates were assessed for their catalytic activity in the preparation of substituted 3,4-dihydropyrimidin-2(1H)-ones, largely known as the Biginelli compounds. In order to study the versatility and provide a comparative evaluation of the polychelates, a number of aldehyde derivatives and substituted 1,3-diketones were used. According to the results obtained, it was summarized that the polychelates possess desired catalytic effect for the aforementioned synthesis. The three component mixture of aldehyde, 1,3-dicarbonyl compound and urea were heated in presence of desired catalytic amount of lanthanide(III) polychelates to give corresponding 3,4-dihydropyrimidin-2(1H)-ones in 87-92 % yield. The reaction was completed within a reaction time of 2-6 h, and the polychelate catalysts could efficiently be reused for several times after simple washing step with distilled water.
Phenolic Resin; 2,4-dihydroxyacetophenone; 4-dihydropyrimidin-2(1H)-ones; Polychelates; Lanthanides; Biginelli reaction
Phenolic Resin; 2,4-dihydroxyacetophenone; 4-dihydropyrimidin-2(1H)-ones; Polychelates; Lanthanides; Biginelli reaction
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