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A new synthesis of benzo[b]thiophenes utilizing an interrupted Pummerer reaction
Authors:Kazuhiro Kobayashi  Mai Horiuchi  Shuhei Fukamachi  Hisatoshi Konishi
Institution:Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan
Abstract:A convenient synthesis of 3-arylbenzob]thiophenes utilizing an interrupted Pummerer reaction of 2-(1-arylvinyl)phenyl ethyl sulfoxides is described. Thus, treatment of these sulfoxides, which were readily prepared from 2-sulfanylphenyl ketones or 2-fluoro-5-methoxybenzaldehyde, with acetic anhydride at 100 °C afforded 3-arylbenzob]thiophenes in reasonable yields.
Keywords:Benzo[b]thiophenes  Interrupted Pummerer reaction  Sulfoxides  Acetic anhydride  Ring closure
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