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A Convenient Synthesis of 1,4-Benzothiazepines from 1,3-Benzothiazines via the Ring Transformation of beta-Lactam-Condensed 1,3-Benzothiazine Derivatives

  作者 FODOR LAJOS; CSOMOS PEER; CSAMPAI ANTAL; SOHAR PAL  
  选自 期刊  Synthesis;  卷期  2010年-17;  页码  2943-2948  
  关联知识点  
 

[摘要]A convenient synthesis was devised for rare 2,3-disubstituted 4,5-dihydro-1,4-benzothiazepines from 2-aryl-4H-1,3-benzothiazines. The Staudinger reaction of 1,3-benzothiazines obtained with chloroacetyl chloride selectively furnished trans-monochloro-beta-lactam-condensed thiazines. The ring expansion of azeto[2,1-b][1,3]benzothiazin-1-one derivatives with sodium methoxide afforded 1,4-benzothiazepines as the sole product in good yields. The structures of the new molecules were proved by means NMR and IR spectroscopy.

 
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