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Tandem Protocol of Hexahydroquinoline Synthesis Using [H<sub>2</sub>-DABCO][HSO<sub>4</sub>]<sub>2</sub> Ionic Liquid as a Green Catalyst at Room Temperature

Nusrat Sahiba, Ayushi Sethiya, Pankaj Teli, Shikha Agarwal

2023ACS Omega20 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Green, eco-benign, and sustainable synthesis is paramount in present chemistry. Here, a facile, efficient, and [H 2 -DABCO][HSO 4 ] 2 ionic-liquid-catalyzed one-pot multicomponent synthesis of hexahydroquinolines was reported under ambient reaction conditions. The reaction of 1,3-dicarbonyls, malononitrile, and ammonium acetate with various aldehydes in the presence of an ionic liquid catalyst and EtOH solvent at room temperature afforded excellent yields (76–100%) of hexahydroquinolines under a short reaction time (5–15 min). Mild reaction conditions, broad substrate scope (28 derivatives), and column-chromatography-free synthesis with excellent catalytic efficiency and good recyclability rendered this protocol superior and practical. The greenness of the present method was assessed through eco-score and E-factor. The significant results in gram-scale synthetic conditions validate its applicability in industries as well as academia in the near future.

Topics & Concepts

Ionic liquidMalononitrileDABCOCatalysisChemistryGreen chemistryAmmonium acetateReaction conditionsSolventTandemOrganic chemistryMaterials scienceHigh-performance liquid chromatographyComposite materialMulticomponent Synthesis of HeterocyclesSynthesis and biological activityChemistry and Chemical Engineering