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Nowadays, synthesis of novel nitrogen-bearing heterocyclic scaffolds is a challenging and also demanding task. In our present work, we demonstrate a novel one-pot pseudo-four-component reaction of 3,4-methylenedioxyaniline, N, N -dimethylbarbituric acid, and aryl/heteroaryl aldehydes for the regioselective construction of functionalized 6,8-dihydro-1′ H,5 H -spiro[[1,3]dioxolo[4,5- g ]quinoline-7,5′-pyrimidine]-2′,4′,6′(3′ H )-trione scaffolds using a trimethylglycine-betaine-based sustainable catalyst. The title derivatives are achieved through the formation of three new C–C bonds and one C–N bond, and two asymmetric carbon centers are generated in the final motif. The present protocol works efficiently, tolerates different substituents present in reactants, has a simple operational procedure, provides excellent reaction yield in a short time, uses a recyclable catalyst, and results in up to 99.7% purity (HPLC) for the synthesized compounds, with high diastereoselectivity (d.r. > 50:1 (syn/anti)), excellent atom economy, reaction mass efficiency, and effective mass yield.
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Patel et al. (2019) studied this question.
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