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Synthesis of Novel N-Thiazolo-1,3-oxathiol-2-imines from alpha-Haloketones Using Potassium Thiocyanate-Silica Gel

  作者 AOYAMA TADASHI; ARAI IZUMI; MATSUMOTO TAKUO; TAKIDO TOSHIO; KODOMARI MITSUO  
  选自 期刊  Synthesis;  卷期  2009年-24;  页码  4113-4118  
  关联知识点  
 

[摘要]Novel N-thiazolo-1,3-oxathiol-2-imines are synthesized by reaction of alpha-haloketones with potassium thiocyanate-silica gel. It is thought that the reaction occurs through conversion of the alpha-haloketone into the corresponding thiocyanate which then undergoes acid-catalyzed intramolecular cyclization to yield a cationic intermediate. Subsequent reaction of this intermediate with another molecule of the alpha-thiocyanatoketone and a second cyclization then gives the N-thiazolo-1,3-oxathiol-2-imine.

 
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