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Homogeneous catalysis,heterogeneous recycling: a new family of branched molecules with hydrocarbon or fluorocarbon chains for the Friedländer synthesis of quinoline under solvent-free conditions
Authors:Lei Fang  Jianjun Yu  Ying Liu  Anyin Wang  Limin Wang
Affiliation:1. Key Laboratory of Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, PR China;2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, PR China
Abstract:
A new family of branched catalysts with hydrocarbon or fluorocarbon chains was used to catalyze Friedländer reaction between 2-aminoarylketones and α-methylene ketones under solvent-free conditions in good to excellent yields. The catalysts exhibit temperature-dependent solubility and such a thermomorphic character allows them to be recovered by filtration conveniently at room temperature and reused at least five times. To some extent, the branched catalysts with hydrocarbon chains are superior to those with fluorocarbon chains, as they are cheaper and more biodegradable.
Keywords:Friedlä  nder reaction   Temperature-dependent solubility   Branched catalyst   Solvent-free
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