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Synthesis of substituted quinolines by iron-catalyzed coupling reactions between chloroenynes and Grignard reagents
Authors:Matar Seck  Reynald Hocquemiller  Jean-François Peyrat  Jean-Daniel Brion
Institution:a Laboratoire de Pharmacognosie, Université Paris-Sud, Faculté de Pharmacie, rue J.B. Clément, 92296 Châtenay-Malabry Cedex, France
b Laboratoire de Chimie Thérapeutique, BioCIS-CNRS (UMR 8076), Université Paris-Sud, Faculté de Pharmacie, rue J.B. Clément, 92296 Châtenay-Malabry Cedex, France
Abstract:This letter reports the preparation of quinolines, substituted at the 2- or 3-position by a 4-substituted but-3-en-1-yne group, by the environmentally friendly iron(III)-catalyzed coupling reaction of Grignard reagents with 1-chloro-4-(2-quinolyl)but-1-en-3-yne. The extension and the scope of this non-toxic and chemoselective procedure to various functionalized unsaturated vinyl chlorides are described.
Keywords:Grignard reagents  Iron  Quinolines  Anti-leishmania  Enynes  Vinyl chlorides
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