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Sur une transformation inhabituelle de nitro-2 benzofurannes dans les conditions de la reaction de friedel et crafts
Authors:Jean-Marc Clavel  Pierre Demerseman  Jean Guillaumel  Nicole Platzer  René Royer
Institution:Service de Chimie de la Fondation Curie-Institut du Radium. 26 rue d''Ulm, 75231 Paris Cedex 05. France
Abstract:On treatment with acetyl chloride or acetic anhydride in presence of aluminium chloride in methylene chloride. 2-nitro and 5-chloro 2-nitro benzofurans yield 2,3-dichloro benzofurans, 3-chloro 2-coumaranones and 2-acetoximino 3-chloro coumarans. By the action of acetyl chloride, in presence of titanium (IV) chloride in methylene chloride, on 2-nitro benzofuran, 2,3-dichloro benzofuran can be obtained with a fairly good yield beside a relatively restricted quantity of 3-chloro 2-coumaranone. In the same conditions, 5-chloro-2-nitro benzofuran yields not only 2,3,5-trichloro benzofuran but also 2,2,3,3,5-pentachloro coumaran and, occasionally. 3,5-dichloro 2-coumaranone.
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