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A CONVENIENT SYNTHESIS OF 2-ARYLTHIOCHROMEN-4-ONES (THIOFLAVONES) BY IODINE-MEDIATED CYCLIZATION OF 3-ARYL-1-[2-(1,1-DIMETHYLETHYLSULFANYL)PHENYL]PROP-2-EN-1-ONES

  作者 KOBAYASHI KAZUHIRO; KOBAYASHI AKIHIRO; EZAKI KOSUKE  
  选自 期刊  Heterocycles;  卷期  2012年85-8;  页码  1997-2004  
  关联知识点  
 

[摘要]A convenient two-step synthesis of 2-arylthiochromen-4-ones (thioflavones) beginning with 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones is described. Thus, 3-aryl-1-[2-(1,1-dimethylethylsulfanyl)phenyl]prop-2-en-1-ones were prepared by the condensation of 1-[2-(1,1-dimethylethylsulfanyl)phenyl]ethanones with aromatic aldehyde in the presence of sodium hydroxide, and were treated with iodine in refluxing N-methylpyrrolidin-2-one (NMP) or propanenitrile to afford the desired products in moderate to fair yields.

 
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