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One-Pot Synthesis of Quinoline-2(1H)-thiones from 2-Isocyanostyrenes via Electrocyclic Reaction of the Corresponding 2-Isothiocyanatestyrenes

  作者 KOBAYASHI KAZUHIRO; FUJITA SEIKI; FUKAMACHI SHUHEI; KONISHI HISATOSHI  
  选自 期刊  Synthesis;  卷期  2009年-20;  页码  3378-3382  
  关联知识点  
 

[摘要]The reaction of a-substituted 2-isocyanostyrenes, which could be readily prepared from commercially available 2-aminophenyl ketones or 2-aminobenzonitriles, with sulfur in the presence of a catalytic amount of selenium proceeded smoothly to give the corresponding 2-isothiocyanatestyrenes. The latter spontaneously underwent the electrocyclic reaction to afford 4-substituted quinoline-2(1H)-thiones in one-pot with isolated yields ranging from 37 to 91%.

 
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