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SYNTHESIS OF 3-SUBSTITUTED BENZO[b]THIOPHENES VIA THE REACTION OF alpha-SUBSTITUTED 2-LITHIO-beta-METHOXYSTYRENES WITH SULFUR

  作者 KOBAYASHI KAZUHIRO; NAKAI DAISUKE; FUKAMACHI SHUHEI; KONISHI HISATOSHI  
  选自 期刊  Heterocycles;  卷期  2010年81-7;  页码  1703-1709  
  关联知识点  
 

[摘要]3-Substitued benzo[b]thiophenes were synthesized in reasonable overall yields from alpha-substituted 2-bromo-beta-methoxystyrenes. Thus, the bromine-lithium exchange between these bromostyrenes with butyllithium in diethyl ether at 0 degrees C followed by reaction with sulfur afforded the corresponding a-substituted beta-methoxy-2-sulfanylstyrenes. These were then treated with an equimolar amount of concentrated hydriodic acid in acetonitrile at room temperature to give the desired products.

 
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